반응 #58036

반응 방정식

4-[N-(tert-butoxycarbonyl)amino]-cyclohexane carboxylic acid

O,N-dimethylhydroxylamine

DCC

triethylamine

→

[4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester

수율 61.0%

용매

Water

DMF

반응 조건

후처리

1. 1
   추출the mixture was extracted with CHCl3
2. 2
   세척The organic phase was washed with water
3. 3
   기타dried
4. 4
   농축concentrated under reduced pressure
5. 5
   기타Purification by flash chromatography (hexane/EtOAc 1:1)

실험 절차

A solution of 4-[N-(tert-butoxycarbonyl)amino]-cyclohexane carboxylic acid (11.95 g, 49.0 mmol), O,N-dimethylhydroxylamine (4.88 g, 50.0 mmol), DCC (9.60 g, 50 mmol) and triethylamine (5.06 g, 50.0 mmol) in DMF (150 mL) was stirred at room temperature overnight. Water (500 mL) was added and the mixture was extracted with CHCl3. The organic phase was washed with water, dried and concentrated under reduced pressure. Purification by flash chromatography (hexane/EtOAc 1:1) gave [4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (8.50 g, 61%).

출처