反応 #564477

反応方程式

diisopropylamine

butyronitrile

trans-4-(4'-octylbiphenyl-4-yl)cyclohexylmethyl iodide

trans-4-(4'octylbiphenyl-4-yl)cyclohexanecarboxylic acid

LiAlH4

mesylate

NaI

→

4-octyl-4'-[trans-4-(2-cyanobutyl)cyclohexyl]biphenyl

溶媒

tetrahydrofuran

acetone

反応条件

後処理

1. 1
   workup.WAITis carried out for a further hour

実験手順

With air and moisture excluded, 9.4 ml of diisopropylamine, 4.6 g of butyronitrile and 30 g of trans-4-(4'-octylbiphenyl-4-yl)cyclohexylmethyl iodide [obtainable from trans-4-(4'octylbiphenyl-4-yl)cyclohexanecarboxylic acid (which can in turn be prepared by saponification of the nitrile) by reduction with LiAlH4, conversion of the alcohol into the corresponding mesylate and subsequent Finkelstein reaction with NaI in acetone] are added in sequence to 50 ml of tetrahydrofuran at -50°. After heating to room temperature, stirring is carried out for a further hour and 4-octyl-4'-[trans-4-(2-cyanobutyl)cyclohexyl]biphenyl is obtained after the usual working up.

出典