2-Ethoxycarbonylphenylboronic acid pinacol ester Chemical Properties

Melting point:

60-65 °C

Boiling point:

378.0±25.0 °C(Predicted)

Density 

1.07±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Powder

color 

white to yellow

CAS DataBase Reference

269409-99-6(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

2931900090

MSDS

• Language:English Provider:SigmaAldrich

2-Ethoxycarbonylphenylboronic acid pinacol ester Usage And Synthesis

Synthesis

Under argon protection, 7.0 mg (0.025 mmol) of dichlorobis(trimethylphosphine)nickel(II), 91.4 mg (0.5 mmol) of ethyl 2-chlorobenzoate, 152 mg (1.0 mmol) of cesium fluoride, 140 mg (0.55 mmol) of pinacol bis(borate), 180 mg (1.05 mmol) of trimethyl(2,2,2-trifluoroethoxy)silane, and 0.5 mL of tetrahydrofuran were successively added to the reaction vessel. methyl(2,2,2-trifluoroethoxy)silane and 0.5 mL of tetrahydrofuran, and the reaction vessel was sealed. The reaction mixture was stirred at 100 °C for 2 hours. After completion of the reaction, the reaction vessel was cooled to room temperature and the reaction was quenched by adding 1 mL of saturated aqueous ammonium chloride solution. The reaction mixture was extracted three times with 8 mL of ethyl acetate and the organic phases were combined. The solvent was removed by concentration under reduced pressure and the residue was purified by silica gel column chromatography (eluent ratio: hexane:chloroform:ethyl acetate=16:4:0~16:4:1) to give 107 mg of the white solid product, ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, in 78% yield.

References

[1] Organic Letters, 2011, vol. 13, # 21, p. 5766 - 5769
[2] Patent: JP5699037, 2015, B2. Location in patent: Paragraph 0083; 0084

2-Ethoxycarbonylphenylboronic acid pinacol ester(269409-99-6)Related Product Information

• Pinacol
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• Phenoxybenzamine hydrochloride
• Sodium benzoate
• Tamoxifen
• Tris(trimethylsilyl)phosphate
• Denatonium Benzoate Anhydrous
• N-Carbobenzyloxyglycine
• Diethyl phthalate
• Emamectin benzoate
• 2-Phenoxyethanol
• Benzyl benzoate
• Ethylparaben
• Ethyl acetate
• Phenylboronic acid
• Ethanol
• Diethyl ether
• 2-Methoxycarbonylphenylboronic acid