反応 #61381

反応方程式

methanol

3-cyano-1-n-propanol

triethylamine

trityl chloride

→

desired product

収率 61.7%

4-(Trityloxy)butanenitrile

収率 61.7%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGstirred for 1 h
2. 2
   濃縮After concentration
3. 3
   その他the residue was purified on a column of silica gel

実験手順

To a solution of 3-cyano-1-n-propanol (16.85 g, 198 mmol, prepared by method of Blicke, et al., J. Org. Chem. 1961, 26, 3685) in dichloromethane (250 mL) were added triethylamine (80.1 g, 792 mmol) and trityl chloride (82.8 g, 297 mmol) at room temperature and the mixture was stirred for 16 h. To the reaction mixture was added methanol (25 mL) and stirred for 1 h. After concentration, the residue was purified on a column of silica gel using ethyl acetate and hexanes as eluent to give 40 g (61.7%) of the desired product.

出典