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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754952Generated: October 28, 2026

Methanol → Methyl 4-bromo-2-fluoro-5-methylbenzoate

https://huagongshe.com/reaction/1754952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-Bromo-2-fluoro-5-methylbenzoic acidHCID 34174587—
SolventBenzeneHCID 241—
ProductMethyl 4-bromo-2-fluoro-5-methylbenzoateHCID 6681797982%

Reaction Steps

(Trimethylsilyl)diazomethane (4.0 ml, 8.0 mmol, 2 M in Et2O) was added dropwise to a solution of 4-bromo-2-fluoro-5-methyl-benzoic acid (1.88 g, 8.05 mmol) in benzene (7.5 ml)-MeOH (5.6 ml) at 10±2° C. over 10 minutes. The mixture was stirred at room temperature for 30 minutes and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=40/1) to give methyl 4-bromo-2-fluoro-5-methyl-benzoate (1.62 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169254B2
Source datasetuspto-grants-2015_10
ORD IDord-d75bce3794684856ad7adbdcfcaffb21
Source noteuspto-grants-2015_10