2,6-Dimethyl-6-(3-methyl-but-2-enyl)-cyclo-hex-2-enone → 5,7,8,8-Tetramethyl-tricyclo[3.3.1.02,7]nonan-6-one

HRID 638792Notes

Reaction equation

HRID 638792 reaction equation
[CH3:1][C:2]1[C:3](=[O:14])[C:4]([CH3:13])([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])[CH2:5][CH2:6][CH:7]=1>CO>[CH3:13][C:4]12[CH2:8][CH:9]3[C:10]([CH3:12])([CH3:11])[C:2]([CH3:1])([C:3]1=[O:14])[CH:7]3[CH2:6][CH2:5]2

Participants

3

Reactant 1

HCID 115792582,6-Dimethyl-6-(3-methyl-but-2-enyl)-cyclo-hex-2-enone

Product 1

HCID 685763795,7,8,8-Tetramethyl-tricyclo[3.3.1.02,7]nonan-6-oneYield 49.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,6-dimethyl-6-(3-methyl-but-2-enyl)-cyclohex-2-enone (10.0 g, 52.1 mmol) in methanol (250 ml) was irradiated using a Hg-lamp during 3 h. The solvent was evaporated in vacuo and the residue distilled in a Kugelrohr oven to yield 5.0 g of a colorless oil.

Workup

  1. customduring 3 h
  2. customThe solvent was evaporated in vacuo
  3. distillationthe residue distilled in a Kugelrohr oven

Sources & evidence

ORD record
ord-d2f05eafb16042a68da946c4e033a095
Source dataset
uspto-grants-2010_04
Patent number
US07691802B2

Reaction notes

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