반응 #2314293
ord-af340bcbabd44571b598eba2f270674c
반응 방정식
alcohol
4-Methyl-3-cyclohexenol
p-toluenesulfonyl chloride
HCl
→
4-Methyl-3-cyclohexenol tosylate
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1workup.WAITto stand at −20° C. for a further 16 hours
- 2추출extracted with ethyl acetate
- 3추출The combined organic layers are extracted with brine
- 4건조dried over sodium sulfate
- 5기타The solvent is removed in vacuo
실험 절차
To a solution of alcohol 4C (R=methyl) (10 g) and p-toluenesulfonyl chloride (20.8 g) in anhydrous tetrahydrofaran (21 mL) at 0° C. is added anhydrous pyridine (21 mL). The reaction is allowed to stir in an ice bath for 2 hours, and is then allowed to stand at −20° C. for a further 16 hours. The reaction mixture is then poured into 2M HCl (75 mL) and extracted with ethyl acetate. The combined organic layers are extracted with brine and dried over sodium sulfate. The solvent is removed in vacuo.