Reacción #91154

Ecuación de reacción

(E)-3-(4-benzyloxy-3,5-difluoro-phenyl)-acrylic acid ethyl ester

diazomethane

water

→

title compound

Rendimiento 87.0%

2-(4-benzyloxy-3,5-difluoro-phenyl)-cyclopropane-carboxylic acid ethyl ester

Rendimiento 87.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter the reactant was cooled to 0˜5° C.
2. 2
   OtroAfter the termination of the reaction
3. 3
   Extracciónextracted
4. 4
   ConcentraciónThe organic layer was concentrated under reduced pressure
5. 5
   Otrothe residue was purified by column chromatography (eluent EtOAc/Hex=1/10)

Procedimiento

After (E)-3-(4-benzyloxy-3,5-difluoro-phenyl)-acrylic acid ethyl ester (2.5 g, 7.85 mmol) obtained in Step C of Preparation Example 2 was dissolved in THF (10 mL), diazomethane solution (94 mL, 23.55 mmol, 0.25M ether) was added thereto. After the reactant was cooled to 0˜5° C., palladium(II) acetate (0.29 g, 1.30 mmol) was added slowly thereto, and the mixture was stirred at room temperature for 5 hours. After the termination of the reaction, the reactant was added with water and then extracted. The organic layer was concentrated under reduced pressure and the residue was purified by column chromatography (eluent EtOAc/Hex=1/10) to obtain the title compound (2.27 g, 87%).

Fuente