反応 #2314293
ord-af340bcbabd44571b598eba2f270674c
反応方程式
alcohol
4-Methyl-3-cyclohexenol
p-toluenesulfonyl chloride
HCl
→
4-Methyl-3-cyclohexenol tosylate
溶媒
反応条件
詳細条件
See reaction.notes.procedure_details.
後処理
- 1workup.WAITto stand at −20° C. for a further 16 hours
- 2抽出extracted with ethyl acetate
- 3抽出The combined organic layers are extracted with brine
- 4乾燥dried over sodium sulfate
- 5その他The solvent is removed in vacuo
実験手順
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.