反応 #1973975

反応方程式

5-bromo-2,3-dihydro-1H-inden-1-one

N-methyl-morpholine N-oxide

trimethylsilylcyanide

→

title compound

収率 86.0%

5-bromo-1-(trimethylsilyloxy)-2,3-dihydro-1H-indene-1-carbonitrile

収率 86.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   濃縮concentrated in vacuo
2. 2
   その他The crude product was purified by column chromatography on silica gel using 5% EtOAc in hexanes as the eluent

実験手順

To a solution of 5-bromo-2,3-dihydro-1H-inden-1-one (10.0 g, 47.4 mmol) and N-methyl-morpholine N-oxide (1.67 g, 14.21 mol) in CH2Cl2 (50 ml) was added trimethylsilylcyanide (7.05 g, 71.1 mmol), and the resultant solution was stirred at room temperature for 72 h, and then concentrated in vacuo. The crude product was purified by column chromatography on silica gel using 5% EtOAc in hexanes as the eluent to give the title compound as a colorless liquid (12.65 g, 86%).

出典