HCID 68484913, compound → HCID 68478391, compound

HRID 1873454Notes

Reaction equation

HRID 1873454 reaction equation
[CH3:1][CH:2]1[CH:7]=[C:6]([CH3:8])[CH2:5][CH2:4][C:3]1([CH:11]([OH:13])[CH3:12])[CH:9]=[CH2:10].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl.CCCCCC>[CH3:1][CH:2]1[CH:7]=[C:6]([CH3:8])[CH2:5][CH2:4][C:3]1([C:11](=[O:13])[CH3:12])[CH:9]=[CH2:10]

Participants

5

Reactant 2

HCID 68484913HCID 68484913, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 68478391HCID 68478391, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

To a solution of (2,4-dimethyl-1-vinylcyclohex-3-enyl)ethanol (20 mmol) in CH2Cl2 (40 ml) at room temperature was added PCC (40 mmol). The mixture was stirred at room temperature over night and was then diluted with hexane, filtered through a pad of celite and concentrated in vacuo. The residue was purified by chromatography to give 1-(2,4-dimethyl-1-vinylcyclohex-3-enyl)ethanone (83% yield).

Workup

  1. filtrationfiltered through a pad of celite
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-b5c3b9d5de37410fb76448be45847e3d
Source dataset
uspto-grants-2012_11
Patent number
US08304380B2

Reaction notes

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