反応 #2314293

ord-af340bcbabd44571b598eba2f270674c

反応方程式

CC1=CCC(O)CC1
alcohol
CC1=CCC(O)CC1
4-Methyl-3-cyclohexenol
Cc1ccc(S(=O)(=O)Cl)cc1
p-toluenesulfonyl chloride
Cl
HCl
CC1=CCC(OS(=O)(=O)c2ccc(C)cc2)CC1
4-Methyl-3-cyclohexenol tosylate

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.WAITto stand at −20° C. for a further 16 hours
  2. 2
    抽出extracted with ethyl acetate
  3. 3
    抽出The combined organic layers are extracted with brine
  4. 4
    乾燥dried over sodium sulfate
  5. 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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06413448B1uspto-grants-2002_07