Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62844Generated: October 27, 2026

Methanol → Ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate

https://huagongshe.com/reaction/62844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantEthyl 3-(2-Fluoro-4-methoxyphenyl)propanoateHCID 23083097—
SolventDichloromethaneHCID 6344—
ProductEthyl 3-(2-fluoro-4-hydroxyphenyl)propanoateHCID 2308288880.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

3-(2-Fluoro-4-methoxy-phenyl)-propionic acid ethyl ester (2.5 g, 11.05 mmol) obtained in Step B was dissolved in anhydrous DCM (10 mL). 1M BBr3 solution (33 mL, 33.15 mmol) was added thereto at −78° C., and the mixture was stirred at room temperature for 3 hours. After the termination of the reaction, MeOH was added to the reactant. The mixture was concentrated under reduced pressure and purified by column chromatography (eluent, EtOAc/Hex=1/2) to obtain the title compound (1.88 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-f1c934f689f644d597e59916da2249f8
Source noteuspto-grants-2016_09