反应 #409676

反应方程式

borane

trans-4-(aminomethyl)cyclohexanecarboxylic acid

hydrochloric acid

→

trans-4-(Aminomethyl)cyclohexanemethanol hydrochloride

收率 93.0%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   温度The reaction mixture was heated
2. 2
   温度at reflux for 14 hours
3. 3
   其他The white suspension obtained
4. 4
   浓缩subsequently concentrated
5. 5
   workup.ADDITIONMethanol was added to the residue
6. 6
   浓缩the suspension was concentrated

实验过程

A 1.0 M solution of borane in tetrahydrofuran (250 mL, 260 mmol.) was added slowly dropwise to a suspension of trans-4-(aminomethyl)cyclohexanecarboxylic acid (10.0 g, 64.0 mmol.) in tetrahydrofuran (250 mL). Gas evolution was observed. The reaction mixture was heated at reflux for 14 hours. The resulting solution was cooled to 0° C. and carefully treated dropwise with 1 N methanolic hydrochloric acid (250 mL). Gas evolution was observed. The white suspension obtained was stirred for 1 hour at 23° C. and subsequently concentrated. Methanol was added to the residue and the suspension was concentrated. This procedure was repeated twice to give trans-4-(Aminomethyl)cyclohexanemethanol hydrochloride (10.6 g, 93% yield) as a white solid.

来源