반응 #566142

반응 방정식

sodium azide

ammonium chloride

cyclohexene oxide

→

2-azido-cyclohexan-1-ol

용매

ethanol

water

반응 조건

후처리

1. 1
   온도to cool
2. 2
   기타The volatiles are removed in vacuo, and 6M hydrochloric acid (˜120 ml)
3. 3
   workup.ADDITIONis added
4. 4
   기타the reaction to pH 7
5. 5
   추출The reaction is extracted with ethyl acetate (2×750 ml)
6. 6
   세척the organic extracts are washed with brine (750 ml)
7. 7
   건조dried over sodium sulfate
8. 8
   기타Removal of the solvent in vacuo

실험 절차

To a solution of cyclohexene oxide (150 g, 1.53 mol) in a mixture of ethanol (600 ml) and water (600 ml) is added ammonium chloride (168 g, 3.1 mol) followed by sodium azide (198 g, 3 mol). The resulting solution is stirred gently at 50° C. for 12 hours before being allowed to cool. The volatiles are removed in vacuo, and 6M hydrochloric acid (˜120 ml) is added to bring the reaction to pH 7. The reaction is extracted with ethyl acetate (2×750 ml), and the organic extracts are washed with brine (750 ml) and dried over sodium sulfate. Removal of the solvent in vacuo affords 2-azido-cyclohexan-1-ol as a slightly yellow oil (171.8 g, 80%), which is used in the following step without further purification.

출처