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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563824Generated: November 1, 2026

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

https://huagongshe.com/reaction/563824

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 numberUS08067445B2
Source datasetuspto-grants-2011_11
ORD IDord-df546e8755c943fc96df4b58e4f2399a
Source noteuspto-grants-2011_11