126-30-7|2,2-Dimethylpropane-1,3-diol| Ambeed

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Quality Control of [ 126-30-7 ] Purity: 98% SDS Specification

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Product Details of [ 126-30-7 ]

CAS No. :	126-30-7
Formula :	C₅H₁₂O₂
M.W :	104.15
SMILES Code :	OCC(C)(C)CO
MDL No. :	MFCD00004685
InChI Key :	SLCVBVWXLSEKPL-UHFFFAOYSA-N
Pubchem ID :	31344

Safety of [ 126-30-7 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H318
Precautionary Statements:	P280-P305+P351+P338+P310

Computational Chemistry of [ 126-30-7 ] Show Less

Physicochemical Properties

Num. heavy atoms	7
Num. arom. heavy atoms	0
Fraction Csp3	1.0
Num. rotatable bonds	2
Num. H-bond acceptors	2.0
Num. H-bond donors	2.0
Molar Refractivity	28.21
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	40.46 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.43
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	0.05
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	0.0
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	0.23
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	0.04
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	0.35

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-0.39
Solubility	42.9 mg/ml ; 0.412 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-0.45
Solubility	36.7 mg/ml ; 0.353 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.29
Solubility	53.4 mg/ml ; 0.513 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-6.9 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	1.06

Application In Synthesis of [ 126-30-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 126-30-7 ]

[ 126-30-7 ] Synthesis Path-Downstream 1~35

1
[ 4151-80-8 ]
[ 126-30-7 ]
[ 5487-93-4 ]

References: [1]Journal of the Chemical Society C: Organic,1966,p. 566 - 571.
[2]Journal of the Chemical Society C: Organic,1970,p. 488 - 493.

2
[ 51716-63-3 ]
[ 126-30-7 ]
[ 112755-94-9 ]

Yield	Reaction Conditions	Operation in experiment
66%	With pyridinium p-toluenesulfonate; In toluene;Dean-Stark; Reflux; Inert atmosphere;	To a solution of <strong>[51716-63-3](3as,6as)-tetrahydropentalene-2,5(1H,3H)-dione</strong> (15 g, 108.57 mmol) in toluene (150 mL) was added 2, 2-dimethylpropane-1,3-diol (11.31 g, 108.57 mmol), followed by the addition of PPTS (250 mg) at rt. The reaction mixture was refluxed overnight with a Dean-Stark trap under N 2 atmosphere. After cooled to rt, the reaction mixture was concentrated under vacuum to remove the volatile. The residue was purified by silica gel flash column chromatography (PE: EtOAc = 20: 1) to give the title compound (16 g, yield: 66%) as a white solid.

References: [1]Patent: WO2019/76358,2019,A1 .Location in patent: Page/Page column 70.
[2]Tetrahedron Letters,1985,vol. 26,p. 2735 - 2738.

3
[ 51716-63-3 ]
[ 126-30-7 ]
[ 112755-94-9 ]
[ 92007-38-0 ]

References: [1]Canadian Journal of Chemistry,1989,vol. 67,p. 160 - 164.
[2]Canadian Journal of Chemistry,1989,vol. 67,p. 160 - 164.
[3]Organic Letters,2003,vol. 5,p. 3983 - 3986.
[4]Synthesis,2008,p. 1619 - 1627.
[5]Tetrahedron Letters,1984,vol. 25,p. 2031 - 2034.

4
[ 78775-11-8 ]
[ 126-30-7 ]
[ 146308-28-3 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1992,p. 3439 - 3450.

5
[ 53967-72-9 ]
[ 126-30-7 ]
[ 199985-10-9 ]

References: [1]Journal of Heterocyclic Chemistry,1997,vol. 34,p. 1407 - 1414.

6
[ 87199-17-5 ]
[ 126-30-7 ]
[ 128376-65-8 ]

Yield	Reaction Conditions	Operation in experiment
95%	In tetrahydrofuran; at 20℃; for 2h;Product distribution / selectivity;	To a solution of 4-formylphenylboronic acid (4.11 g) in anhydrous tetrahydrofuran (THF) (40 ml_) was added 2,2-dimethyl-1 ,3-propanediol (3.14 g) and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated to dryness. The residue was dissolved in dichloromethane (120 ml_), washed with water (80 ml_ x 3), dried and evaporated under vacuum to obtain 4-(5,5-dimethyl-[1 ,3,2]dioxaborinan-2-yl)-benzaldehyde (5.66 g, 95% yield).
	In toluene; for 2h;Heating / reflux;Product distribution / selectivity;	To a mixture of 4-formylphenylboronic acid (50 g) in toluene (250 ml_) was added 2,2-dimethyl-1 ,3-propanediol (34.39 g) and the dispersion was heated at reflux for 2 h. The water while formed was azeotropically separated and the residue (330 ml_) was used directly in the next step. 1H-NMR (400 MHz,CDCI3): delta 1.04 (s, 6 H, 2 CH3), 3.79 (s, 4 H, 2 CH2), 7.84 (d, J = 6.4 Hz, 2 H, H-Ar), 7.96 (d, J = 8 Hz, 2 H, H-Ar), 10.04 (s, 1 H, CHO) ppm.
	In toluene; for 2h;Heating / reflux;	Example 1 : Preparation of 4-(5,5-dimethyl-H ,3,21dioxaborinan-2-yl)- benzaldehvde;To a mixture of 4-formylphenylboronic acid (50 g) in toluene (250 mL) was added 2,2-dimethyl-1 ,3-propanediol (34.39 g) and the dispersion was heated at reflux for 2 h. The water while formed was azeotropically separated and the residue (330 mL) was used directly in the next step.1H-NMR (400 MHz, CDCI3): delta 1.04 (s, 6 H, 2 CH3), 3.79 (s, 4 H, 2 CH2), 7.84 (d, J = 6.4 Hz, 2 H,H-Ar), 7.96 (d, J = 8 Hz, 2 H, H-Ar), 10.04 (s, 1 H, CHO) ppm.

References: [1]Inorganic Chemistry,2001,vol. 40,p. 5507 - 5517.
[2]Synthesis,1999,p. 2041 - 2044.
[3]Tetrahedron,2010,vol. 66,p. 583 - 590.
[4]Patent: WO2006/67216,2006,A2 .Location in patent: Page/Page column 13.
[5]Advanced Synthesis and Catalysis,2014,vol. 356,p. 1527 - 1532.
[6]Acta Crystallographica, Section C: Crystal Structure Communications,2008,vol. 64,p. o177-o179.
[7]Acta Crystallographica, Section C: Crystal Structure Communications,2008,vol. 64,p. o177-o179.
[8]Patent: WO2006/67216,2006,A2 .Location in patent: Page/Page column 13.
[9]Angewandte Chemie - International Edition,2008,vol. 47,p. 5792 - 5795.
[10]Patent: WO2007/71750,2007,A1 .Location in patent: Page/Page column 17.
[11]Angewandte Chemie - International Edition,2012,vol. 51,p. 3642 - 3645.

7
[ 135159-25-0 ]
[ 126-30-7 ]
5,5-dimethyl-2-(2,4,6-trimethoxyphenyl)-1,3,2-dioxaborinane [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9655 - 9662.

8
[ 126-30-7 ]
C₁₃H₁₈BNO₂ [ No CAS ]
[ 214360-47-1 ]

Yield	Reaction Conditions	Operation in experiment
58%	In toluene; at 20℃;	To a solution of TMP (3.28 mL, 19.4 mmol) in anhydrous THF (20 mL), n-BuLi (1.6 M in hexanes, 11.7 mL, 18.8 mmol) was added at -10 C and the resulting mixture was stirred for 10 min. Then, B(Oi-Pr)3 (5.50 mL, 25 mmol) was added dropwise at -78 C and stirred for additional 5 min before benzonitrile 1 (1.28 mL, 12.5 mmol) was added via a syringe in a single portion and the reaction mixture was stirred at -78 C for 2 h. The solution was left to warm to rt while being stirred for 3 h and then quenched with saturated aqueous NH4Cl (60 mL). The resulting mixture was extracted with EtOAc (3 * 70 mL), the combined organic extracts were dried (Na2SO4) and concentrated in vacuo. The intermediate product 2 was dissolved in anhydrous Tol (50 mL) and 2,2-dimethyl-1,3-propandiol (1.57 g, 15 mmol) was added and then stirred overnight at rt. The organic phase was washed with H2O (3 * 30 mL) and the aqueous extracts were washed with CH2Cl2 (3 * 30 mL). The CH2Cl2-phase was washed with H2O (1 * 30 mL), combined with Tol extract, dried (Na2SO4) and concentrated in vacuo. Recrystallization of the crude product from heptane afforded pure 3 (58%, 2 steps) as a white crystalline solid: M.p. 109-111 C; ESI-MS (m/z): 216.64 [MH]; 1Eta NuMuR (400 MHz, CDCl3): delta 7.88 (d, 1Eta, J = 7.5 Hz), 7.68 (d, 1Eta, J = 7.5 Hz), 7.54 (td, 1Eta, J = 7.5 Hz, 1.0 Hz), 7.48 (td, 1Eta, J = 7.5 Hz, 1.0 Hz), 3.83 (s, 4H), 1.05 (s, 6H) ppm; 13C NMR (160 MHz, CDCl3): delta 135.07, 133.64, 131.44, 130.47, 119.63, 116.56, 72.49, 31.84, 21.83 ppm.

References: [1]European Journal of Medicinal Chemistry,2012,vol. 55,p. 358 - 374,17.

9
[ 100342-30-1 ]
[ 126-30-7 ]
5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-thiophene-2-sulfonic acid <i>tert</i>-butylamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 2305 - 2312.

10
[ 768-66-1 ]
[ 100-47-0 ]
[ 126-30-7 ]
[ 214360-47-1 ]
[ 74601-40-4 ]

References: [1]Organic Letters,2001,vol. 3,p. 1435 - 1437.

11
[ 126-30-7 ]
[ 5722-11-2 ]

References: [1]Journal of Organic Chemistry,1980,vol. 45,p. 2489 - 2498.
[2]Journal of the American Chemical Society,1977,vol. 99,p. 505 - 509.

12
[ 79-37-8 ]
[ 75885-59-5 ]
[ 5722-11-2 ]
[ 126-30-7 ]
[ 98-59-9 ]
bis-[4-(2',2'-dimethyl-cyclopropyl carboxy-amido phenol)]-methane [ No CAS ]
[ 22308-12-9 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium cyanide; sodium hydroxide; In pyridine; methanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide;	First, 2,2-dimethyl-1,3-propane-ditosylate was synthesised by adding p-toluenesulfonyl chloride (1000 g, 5.25 mol) at 0 C. to a solution of neopentyl glycol (218 g, 2.1 mol) in 500 ml pyridine with stirring. The mixture was stirred for 1.5 hr and then poured into 1500 ml water in a slow stream while stirring vigorously. It was stirred for an additional 1.5 hr and then filtered. The crude solid was recrystallized from acetone (2.0 L), filtered, washed with water (20.5 L), hexane (10.5 L) and dried. Snow white solid (814 g) m.p. 120-121 C. 2,2-Dimethyl-cyclopropyl nitrile was synthesised by stirring the 2,2-dimethyl-1,3-propane-ditosylate prepared above (412 g, 1.0 mol) with KCN (195.4 g, 3.0 mol) in 2.0 L of ethylene glycol with heating (E. R. Nelson et al., JACS, 1957, p. 3467). At around 80 C., a clear solution was formed. The desired product began to distill out at about 175 C. The distillation was continued until the temperature reached 200 C. The distillate (300 ml) formed two layers. The upper layer was separated and the lower layer was extracted with hexane (3200 ml). The combined extracts were dried over Na2CO3, concentrated and re-distilled at normal pressure. The yield was 41.7 g (43.8%), b.p. 151-152 C. 2,2-Dimethyl-cyclopropyl carboxylic acid was prepared by mixing 2,2-dimethyl-cyclopropyl nitrile (41.7 g, 0.43 mol) with sodium hydroxide (44 g, 1.05 mol) in water (100 ml) and methanol (50 ml). The mixture was heated to reflux for 48 hr until a clear solution formed. Methanol was distilled off and the aqueous portion was extracted with ether (50 ml) and the aqueous layer was diluted with water (500 ml) and carefully acidified with conc. HCl. The acidified mixture was extracted with ether (5300 ml), CH2Cl2 (5*300 ml). The extract was evaporated to yield a liquid which was distilled to give 44.9 g (91.6%) of oil, b.p. 55-57 C. at 0.3 mm. 2,2-Dimethyl-cyclopropyl carboxylic acid chloride was prepared by mixing 2,2-dimethyl-cyclopropyl carboxylic acid (20.0 g, 0.18 mol) in CH2Cl2 (100 ml) with 45.7 g (0.36 mol, 31.4 ml) of oxalyl chloride. The mixture was stirred for 1.0 hr and then a small amount of DMF was added to ensure the completion of the reaction. The mixture was then distilled to give 17.8 g (75%) of the desired product, b.p. 84-87 C. Compound III.1, Bis-[4-(2',2'-dimethyl-cyclopropyl carboxy-amido phenol)]-methane, was prepared by combining a solution of 4,4'-methylenedianiline (0.67 g, 3.4 mol) and diisopropyl-ethyl-amine (1.94 g, 2.61 ml, 0.019 mol) in THF (10 ml). The mixture was treated slowly with a solution of 2,2-dimethyl-cyclopropyl carboxylic acid chloride (1.0 g, 7.5 mmol) in THF (10 ml). The reaction mixture was stirred for 1.0 hr and then decomposed with water (250 ml). The precipitated solid was filtered and washed with 10% HCl (10 ml), 10% sodium hydroxide (10 ml), water and ether. The yield was 1.2 g, m.p. 207-210 C.

References: [1]Patent: US6271390,2001,B1 .

13
[ 121-43-7 ]
[ 42872-74-2 ]
[ 126-30-7 ]
[ 457866-16-9 ]

References: [1]Journal of the American Chemical Society,2002,vol. 124,p. 9014 - 9015.

14
[ 51792-34-8 ]
[ 126-30-7 ]
[ 255901-50-9 ]

Yield	Reaction Conditions	Operation in experiment
80%	With toluene-4-sulfonic acid; In toluene; at 110℃; for 24h;	As shown in Scheme 2 below,To 100 mL of toluene in which 5.28 g (27.7 mmol) of p-toluenesulfonic acid (p-TsOH or p-TSA) was dissolved,20.0 g (138.7 mmol) of <strong>[51792-34-8]3,4-dimethoxy thiophene</strong>, compound (1) and 57.8 g (554.8 mmol) of 2,2-dimethyl-1,3-propanediol, compound (2) The reaction was carried out with stirring at 110 DEG C for 24 hours. after completion of the reaction, To the reaction was added a mixed solvent of water and ethyl acetate (EtOAc), the product was extracted into an organic layer, washed with brine,After removing water using anhydrous Na2SO4, filtered and concentrated. The product was purified by column chromatography on SiO2 (flash column chromatography,The eluate was separated into hexane: ethyl acetate (EtOAc) = 10: 1 mixture,3,4- (2,2-dimethylpropylene dioxy) thiophene(3,4- (2,2-Dimethylpropylenedioxy) thiophene,17.0 to 20.4 g (yield: 65 to 80percent) of Compound (3)) was obtained.1H-NMR data of the obtained compound are as follows: 1HNMR(CDCl3, Varian 400 MHz): delta 1.03 (6H, s), 3.72 (4H, s), 6.47 (2H, s).

References: [1]Patent: KR2015/74606,2015,A .Location in patent: Paragraph 0036-0039.
[2]Organic Letters,2010,vol. 12,p. 1204 - 1207.

15
[ 126-30-7 ]
[ 156897-06-2 ]

References: [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 907 - 913.

16
[ 126-30-7 ]
[ 204905-77-1 ]
[ 1286685-26-4 ]

References: [1]Advanced Functional Materials,2012,vol. 22,p. 1489 - 1501.
[2]Advanced Functional Materials,2011,vol. 21,p. 634 - 643.

17
[ 126-30-7 ]
[ 128376-65-8 ]

References: [1]Tetrahedron Letters,2012,vol. 53,p. 6230 - 6235,6.

18
[ 51716-63-3 ]
[ 126-30-7 ]
(3R,6S/3S,6R)-5,5-dimethylhydro-1'H-spiro[1,3-dioxane-2,2'-pentalen]-5'(3'H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
3.7 g	With toluene-4-sulfonic acid; In toluene; for 18h;Reflux;	[0398] 5 g of hydropentalene-2,5-dione (36.19 mmol, 1 eq.), 377 g of 2,2-dimethyl-1,3-propanediol (36.19 mmol, 1 eq.) and 0.069 g of para-toluenesulfonic acid (0.36 mmol, 0.01 eq.) in 50 mL of toluene are refluxed for 18 h. The medium is diluted in ethyl acetate and washed successively with aqueous 1N sodium hydroxide solution, water and brine. The organic phase is dried over sodium sulfate, filtered and evaporated. The residue is chromatographed on silica gel, eluting with a gradient of ethyl acetate in heptane ranging from 30% to 33%. 3.7 g of (3R,6S/3S,6R)-5,5-dimethylhydro-1?H-spiro[1,3-dioxane-2,2?-pentalen]-5?(3?H)-one are obtained.

References: [1]Patent: US2012/40984,2012,A1 .Location in patent: Paragraph 0398.

19
[ 489446-42-6 ]
[ 126-30-7 ]
[ 1426442-14-9 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 3303 - 3306.

20
[ 1219741-54-4 ]
[ 126-30-7 ]
[ 1467061-56-8 ]

Yield	Reaction Conditions	Operation in experiment
99%	In 1,4-dioxane; at 210.0℃; for 1.0h;Microwave irradiation;	A mixture of 2,2-dimethylpropane-1,3-diol (4.0 g, 38 mmol) and 4'-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-ol (1.0 g, 3.4 mmol) in 1,4-dioxane (2 mL) was subjected to microwave irradiation at 210 C. for 1 hour. The cooled reaction mixture was partitioned between water (50 mL) and 1:1 EtOAc/heptane (25 mL:25 mL). The organic layer was washed with water (30 mL) and brine (30 mL), dried over Na2SO4 and concentrated in vacuo to give the title compound (0.95 g, 99% yield). GC/MS, M=282 at 5.31 min. 1H NMR (500 MHz, CDCl3) delta 7.94 (d, J=7.81 Hz, 2H), 7.48 (d, J=7.81 Hz, 2H), 7.31-7.26 (m, 2H), 7.03-6.98 (m, 2H), 3.82 (s, 4H), 1.08-1.04 (m, 6H).

References: [1]Patent: US2013/267493,2013,A1 .Location in patent: Paragraph 1148.

21
[ 80041-89-0 ]
[ 126-30-7 ]
[ 61727-48-8 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 16054 - 16057.

22
[ 103-82-2 ]
[ 599-67-7 ]
[ 60-12-8 ]
[ 555-16-8 ]
[ 123-11-5 ]
[ 104-94-9 ]
[ 126-30-7 ]
[ 530-48-3 ]
[ 5455-87-8 ]
[ 6290-08-0 ]
[ 102-20-5 ]
[ 1749-08-2 ]