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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735855Generated: October 30, 2026

Methanol → Methyl 3-bromo-4-methylbenzoate

https://huagongshe.com/reaction/735855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Bromo-4-methylbenzoic acidHCID 82130—
ProductMethyl 3-bromo-4-methylbenzoateHCID 701574795%

Reaction Steps

A mixture of 3-bromo-4-methylbenzoic acid (40 g, 0.186 mol) and SOCl2 (88 g, 0.74 mol) in methanol (600 mL) was refluxed for 12 h. The solvent was distilled off and the crude residue was diluted with ethyl acetate (50 mL). The ethyl acetate layer was washed with 10% NaHCO3 solution, water, brine and dried. The solvent was removed under vacuum to give methyl-3-bromo-4-methylbenzoate (40 g, 95%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592477B2
Source datasetuspto-grants-2009_09
ORD IDord-ce1e8038a98f4d2ca22495b9199c4a5d
Source noteuspto-grants-2009_09