반응 #2144402

반응 방정식

trans-4-methylamino-cyclohexanol

4-chlorophenylchloroformate

Huenigs base

→

trans-(4-Hydroxy-cyclohexyl)-methyl-carbamic acid 4-chloro-phenyl ester

수율 91.0%

용매

CH2Cl2

반응 조건

후처리

1. 1
   workup.ADDITIONdiluted
2. 2
   세척washed with 1M HCl, sat. aqueous NaHCO3 solution
3. 3
   건조The organic phase was dried over MgSO4

실험 절차

To a solution of 16.1 g (124.7 mmol) trans-4-methylamino-cyclohexanol in 40 ml CH2Cl2, 18.3 ml (130.9 mmol, 1.05 eq) 4-chlorophenylchloroformate and 22.4 ml (130.9 mmol, 1.05 eq) Huenigs base were added at 0° C. The solution was stirred at RT over night, diluted, and washed with 1M HCl, sat. aqueous NaHCO3 solution. The organic phase was dried over MgSO4. Column chromatography on silica gel with EtOAc:hexane 1:1 yielded 32.2 g (91%) trans-(4-Hydroxy-cyclohexyl)-methyl-carbamic acid 4-chloro-phenyl ester as white solid, MS: 283 (M, 1Cl).

출처