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ChemicalBook CAS DataBase List 3-BROMO-2-METHYL-BENZOIC ACID METHYL ESTER
99548-54-6

3-BROMO-2-METHYL-BENZOIC ACID METHYL ESTER synthesis

10synthesis methods
-

Yield:99548-54-6 99%

Reaction Conditions:

with thionyl chloride at 70; for 1.5 h;

Steps:

112.1
To a mixture of 3-bromo-2-methylbenzoic acid (5.0 g, 23 mmol) in MeOH (80 mL) was added 50C12 (11.0 g, 93 mmol) at 20°C. The mixture was stirred for 1.5h at 70°C. Thevolatiles were removed and the residue was taken up by EtOAc (100 mL), which was washed sequentially with saturated NaHCO3 and brine (each 100 mL). The EtOAc layer was dried over Na2504, concentrated and the residue was purified by flash column chromatography to give methyl 3-bromo-2-methylbenzoate (5.3g, 99% yield) as a red solid.

References:

RQX PHARMACEUTICALS, INC.;GENENTECH, INC.;CHEN, Yongsheng;SMITH, Peter Andrew;ROBERTS, Tucker Curran;HIGUCHI, Robert I.;PARASELLI, Prasuna;KOEHLER, Michael F. T.;SCHWARZ, Jacob Bradley;CRAWFORD, James John;LY, Cuong Q.;HANAN, Emily J.;HU, Huiyong;YU, Zhiyong WO2017/84630, 2017, A1 Location in patent:Paragraph 00545

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