Reacción #91170

Ecuación de reacción

BBr3

2-(4-Methoxy-2,3-dimethyl-phenyl)-cyclopropane carboxylic acid ethyl ester

2-(4-methoxy-2,3-dimethyl-phenyl)-cyclopropanecarboxylic acid ethyl ester

EtOH

sodium bicarbonate

→

title compound

Rendimiento 79.4%

2-(4-hydroxy-2,3-dimethyl-phenyl)-cyclopropanecarboxylic acid ethyl ester

Rendimiento 79.4%

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reactant was cooled to 0˜5° C
2. 2
   workup.ADDITIONwere added
3. 3
   workup.STIRRINGin turn, and the mixture was stirred
4. 4
   ConcentraciónThe separated organic layer was concentrated under reduced pressure
5. 5
   Otrothe residue was purified by column chromatography (eluent, EtOAc/Hex=1/5)

Procedimiento

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%).

Fuente