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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307366Generated: October 31, 2026

Methanol → Methyl 4-Bromo-2-chlorobenzoate

https://huagongshe.com/reaction/2307366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Bromo-2-chlorobenzoic acidHCID 108829—
ProductMethyl 4-Bromo-2-chlorobenzoateHCID 22058730—

Reaction Conditions

Temperature60 °C

Reaction Steps

Thionyl chloride (1.64 ml) was added dropwise to a suspension of 4-bromo-2-chlorobenzoic acid (6.92 g) in methanol, and heated to 60° C. for 2 hours. The solvent was removed in vacuo, the residue redissolved in ethyl acetate, and washed sequentially with 0.5 N sodium hydroxide (2×), water, and brine. The organic phase was dried over anhydrous sodium sulfate, and the solvent removed in vacuo to afford the title compound (7.8 g). 1H NMR (300 MHz), (DMSO-d6) δ: 3.87 (s,3H), 7.68-7.9 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831079B1
Source datasetuspto-grants-2004_12
ORD IDord-24e5d69aeea949ce988a109bc56bcbd9
Source noteuspto-grants-2004_12