反応 #91154

反応方程式

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

diazomethane

water

→

title compound

収率 87.0%

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

収率 87.0%

溶媒

THF

反応条件

後処理

1. 1
   温度After the reactant was cooled to 0˜5° C.
2. 2
   その他After the termination of the reaction
3. 3
   抽出extracted
4. 4
   濃縮The organic layer was concentrated under reduced pressure
5. 5
   その他the residue was purified by column chromatography (eluent EtOAc/Hex=1/10)

実験手順

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%).

出典