تفاعل #91170

معادلة التفاعل

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

المردود 79.4%

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

المردود 79.4%

المذيبات

DCM

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر