반응 #2314293

ord-af340bcbabd44571b598eba2f270674c

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITto stand at −20° C. for a further 16 hours
  2. 2
    추출extracted with ethyl acetate
  3. 3
    추출The combined organic layers are extracted with brine
  4. 4
    건조dried over sodium sulfate
  5. 5
    기타The 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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06413448B1uspto-grants-2002_07