반응 #677560

반응 방정식

water

water

tert-butyl (trans-4-hydroxycyclohexyl)carbamate

intermediate 1

tert-butyl (trans-4-hydroxycyclohexyl)carbamate

NaOH

lithium aluminium hydride

→

title compound

수율 89.0%

trans-4-(Methylamino)cyclohexanol

수율 89.0%

용매

chloroform

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The mixture was refluxed overnight
2. 2
   workup.ADDITIONsuccessively dropped
3. 3
   기타The organic solvent was removed under reduced pressure
4. 4
   기타the crude obtained
5. 5
   건조dried over magnesium sulphate
6. 6
   기타The filtrate was evaporated to dryness and co
7. 7
   기타evaporated with hexane

실험 절차

To a mixture of lithium aluminium hydride (9 g, 0.23 mol) in tetrahydrofuran (425 mL) was added slowly tert-butyl (trans-4-hydroxycyclohexyl)carbamate (intermediate 1, 10 g, 0.046 mol). The mixture was refluxed overnight. Once the mixture was cooled to room temperature, 9 ml of water, 9 ml of 4N NaOH solution and 18 ml of water were carefully and successively dropped. The organic solvent was removed under reduced pressure and the crude obtained was dissolved with chloroform and dried over magnesium sulphate. The filtrate was evaporated to dryness and co evaporated with hexane to give the title compound as a white solid (89%). This intermediate is also described in JMC, 1987, 30(2), p 313.

출처