Reaktion #409676

Reaktionsgleichung

borane

trans-4-(aminomethyl)cyclohexanecarboxylic acid

hydrochloric acid

→

trans-4-(Aminomethyl)cyclohexanemethanol hydrochloride

Ausbeute 93.0%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated
2. 2
   Temperaturat reflux for 14 hours
3. 3
   SonstigeThe white suspension obtained
4. 4
   Einengensubsequently concentrated
5. 5
   workup.ADDITIONMethanol was added to the residue
6. 6
   Einengenthe suspension was concentrated

Vorschrift

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.

Quelle