Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62892Generated: October 29, 2026

Ethanol → 2-(4-Hydroxy-2,3-dimethyl-phenyl)-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/62892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(4-Methoxy-2,3-dimethyl-phenyl)-cyclopropanecarboxylic acid ethyl esterHCID 90118224—
SolventDichloromethaneHCID 6344—
Product2-(4-Hydroxy-2,3-dimethyl-phenyl)-cyclopropanecarboxylic acid ethyl esterHCID 9011800579.4%

Reaction Steps

2-(4-Methoxy-2,3-dimethyl-phenyl)-cyclopropane carboxylic acid ethyl ester (0.32 g, 1.29 mmol) obtained in Step B was dissolved in DCM (5 mL), and the reactant was cooled to 0˜5° C. BBr3 solution (3.90 mL, 3.87 mmol, 1M/DCM) was added dropwise thereto, and the mixture was stirred at 0˜5° C. for 2 hours. After the termination of the reaction, EtOH and saturated sodium bicarbonate solution were added thereto in turn, and the mixture was stirred. The separated organic layer was concentrated under reduced pressure, and the residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (0.24 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-f14a97a08abe4d9d95ff15ad7ee75b70
Source noteuspto-grants-2016_09