반응 #2383080

ord-74a71be5c84a42a0bdd35d72b6357010

반응 방정식

[O]=[Cr](=[O])([O-])[Cl].[O]=[Cr](=[O])([O-])[Cl].c1ccc(-c2cccc[nH+]2)[nH+]c1
2,2'-bipyridinium chlorochromate
CC(C)C1CCCCC1O
2-isopropylcyclohexanol
CC(C)C1CCCCC1=O
2-isopropylcyclohexanone

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONTo a suspension of 4.0 g
  2. 2
    기타The resulting reaction mixture
  3. 3
    workup.STIRRINGis stirred for 4 hours
  4. 4
    여과filtered through a Hirsch funnel
  5. 5
    세척The resulting clear filtrate is washed with 5% hydrochloric acid and 10% sodium carbonate
  6. 6
    건조dried over magnesium sulfate
  7. 7
    기타The drying agent is then removed
  8. 8
    기타the solvent evaporated
  9. 9
    기타to yield a colorless oil which
  10. 10
    workup.DISTILLATIONis distilled via Kugelrohr

실험 절차

To a suspension of 4.0 g. (13.7 mmole) of 2,2'-bipyridinium chlorochromate in 15 ml of dichloromethane is added, while stirring, 0.5 g. (3.5 mmole) of 2-isopropylcyclohexanol in 10 ml of dichloromethane. The resulting reaction mixture is stirred for 4 hours and then filtered through a Hirsch funnel packed with 2 cm of Celite®. The resulting clear filtrate is washed with 5% hydrochloric acid and 10% sodium carbonate, and dried over magnesium sulfate. The drying agent is then removed and the solvent evaporated to yield a colorless oil which is distilled via Kugelrohr to yield pure 2-isopropylcyclohexanone in a typical yield of 0.425 g. which is 86% of theoretical yield.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04426534uspto-grants-1984_01