反応 #52282

反応方程式

ethyl acetate hexane

5-benzyloxy-1H-indole

phenyl-propionic acid ethyl ester

tetrabutylammonium fluoride

→

title compound

収率 68.0%

3-(5-Benzyloxy-indol-1-yl)-3-phenyl-acrylic acid ethyl ester

収率 68.0%

反応条件

後処理

1. 1
   その他After removal of solvent
2. 2
   その他the crude reaction mixture

実験手順

A mixture of 5-benzyloxy-1H-indole (4.46 g, 20.0 mmol), phenyl-propionic acid ethyl ester (7.00 g, 40.0 mmol), and tetrabutylammonium fluoride [1.0 M in THF] (36.0 mL, 50.0 mmol) was stirred for 3 days. After removal of solvent, the crude reaction mixture was submitted to flash chromatography on silica gel with ethyl acetate/hexane (1:4) to give the title compound (5.42 g, 68% yield) as an E/Z isomeric mixture. Mass Spectrum (LCMS, ESI) calculated for C26H24NO3 398.2 (M+H); found 398.2.

出典