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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547092Generated: October 26, 2026

Methanol → Methyl 4-bromo-alpha-hydroxybenzeneacetate

https://huagongshe.com/reaction/547092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHexaneHCID 8058—
Reactantp-Bromomandelic acidHCID 97930—
ReactantTrimethylsilyldiazomethaneHCID 167693—
SolventBenzeneHCID 241—
ProductMethyl 4-bromo-alpha-hydroxybenzeneacetateHCID 1457169693.2%

Reaction Steps

A solution of trimethylsilyldiazomethane in hexane (2 M, 1.4 mL, 2.8 mmol) was added to a solution of 4-bromo-phenyl-hydroxy-acetic acid (506 mg, 2.19 mmol) in benzene (2.1 mL)-methanol (1.0 mL) under cooling with ice, and the mixture was stirred at room temperature for five minutes. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1) to give the title compound (500 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935688B2
Source datasetuspto-grants-2011_05
ORD IDord-b20975e893d9451080f5f154d764a445
Source noteuspto-grants-2011_05