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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1810582Generated: November 2, 2026

Methyl iodide → 2-(3-Bromo-5-chloro-phenyl)-propionic acid ethyl ester

https://huagongshe.com/reaction/1810582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantHCID 58149300HCID 58149300—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(3-Bromo-5-chloro-phenyl)-propionic acid ethyl esterHCID 57458807—

Reaction Steps

To a solution of (3-bromo-5-chloro-phenyl)-acetic acid ethyl ester (5.0 g, 18.0 mmol) in DMF (50 mL) at 0° C. under N2 was added sodium hydride (60% in mineral oil; 0.8 g, 19.8 mmol), and the mixture was warmed to room temperature over 15 minutes. Iodomethane (1.3 mL, 19.8 mmol) was added, and the reaction was monitored by analytical LCMS. Once the reaction was complete, the mixture was worked-up with EtOAc and H2O, and the crude material was purified by silica gel chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362044B2
Source datasetuspto-grants-2013_01
ORD IDord-1bfb0005bec2496da9147529942b0e74
Source noteuspto-grants-2013_01