HCID 68484913, compound → HCID 68478391, compound

HRID 2361566Notes

Reaction equation

HRID 2361566 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-793bae9246754f578c2bcc85e07fdbe6
Source dataset
uspto-grants-2014_04
Patent number
US08691746B2

Reaction notes

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