反应 #2314293
ord-af340bcbabd44571b598eba2f270674c
反应方程式
alcohol
4-Methyl-3-cyclohexenol
p-toluenesulfonyl chloride
HCl
→
4-Methyl-3-cyclohexenol tosylate
溶剂
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1workup.WAITto stand at −20° C. for a further 16 hours
- 2萃取extracted with ethyl acetate
- 3萃取The combined organic layers are extracted with brine
- 4干燥dried over sodium sulfate
- 5其他The solvent is removed in vacuo
实验过程
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.