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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62901Generated: October 25, 2026

Methanol → [2-(3-Fluoro-4-hydroxy-phenyl)-cyclopropyl]-acetic acid methyl ester

https://huagongshe.com/reaction/62901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantHCID 90118665HCID 90118665—
SolventDichloromethaneHCID 6344—
Product[2-(3-Fluoro-4-hydroxy-phenyl)-cyclopropyl]-acetic acid methyl esterHCID 9011835884.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

After [2-(3-fluoro-4-methoxy-phenyl)-cyclopropyl]-acetic acid methyl ester (0.067 g, 0.28 mmol) obtained in Step E was dissolved in anhydrous DCM (2 mL), BBr3 1M DCM solution (0.42 mL, 0.42 mmol) was added thereto at −78° C., and the mixture was stirred at room temperature for 3 hours. After the termination of the reaction, the reactant was added with MeOH, concentrated under reduced pressure, and then purified by column chromatography (eluent, EtOAc/Hex=1/2) to obtain the title compound (0.053 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-c5c7a486972b40ad8415f97c076b81af
Source noteuspto-grants-2016_09