ChemicalBook CAS DataBase List 3-Bromo-2-methylbenzoic acid

3-Bromo-2-methylbenzoic acid synthesis

9synthesis methods

Product Name:3-Bromo-2-methylbenzoic acid
CAS Number:76006-33-2
Molecular formula:C8H7BrO2
Molecular Weight:215.04

99548-54-6 Synthesis

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

99548-54-6
158 suppliers
$5.00/1g

76006-33-2
317 suppliers
$10.00/5g

Yield:76006-33-2 91%

Reaction Conditions:

with water;lithium hydroxide in tetrahydrofuran at 60; for 16 h;

Steps:

25.1 Step 1 : 3-bromo-2-methylbenzoic acid.
A mixture of methyl 3-bromo-2-methylbenzoate (35.0 g, 152.79 mmol) and LiOH (10.9 g, 453.79 mmol) in THF (300 mL) and H2O (50 mL) was stirred at 60 °C for 16 h and then concentrated under vacuum. The residue was diluted with water (80 mL) and the mixture was then acidified to pH 4 with 2N HC1. The precipitated solids were collected by filtration and washed with water. The solids were dried under vacuum to afford 3-bromo-2-methylbenzoic acid (30 g, 91percent) as a white solid. MS (ESI) calculated for (C₈H₇Br0₂) [M+H]⁺, 214., 9, 216.9; found, 215.0, 217.0. [0676] Step 2: 3-bromophthalic acid.

References:

NURIX THERAPEUTICS, INC.;ROBBINS, Daniel, W.;SANDS, Arthur, T.;MCINTOSH, Joel;MIHALIC, Jeffrey;WU, Jeffrey;KATO, Daisuke;WEISS, Dahlia;PENG, Ge WO2020/81450, 2020, A1 Location in patent:Paragraph 0673; 0674; 0675

FullText