1-Methyl-2-(2,2-dimethyl-3-acetoxypropyl)-3-isopropenylcyclopent-1-ene → 1-Methyl-2-(2,2-dimethyl-3-acetoxypropyl)-3-isopropylcyclopent-1-ene

HRID 1834168Notes

Reaction equation

HRID 1834168 reaction equation
[CH3:1][C:2]1[CH2:6][CH2:5][CH:4]([C:7]([CH3:9])=[CH2:8])[C:3]=1[CH2:10][C:11]([CH3:18])([CH3:17])[CH2:12][O:13][C:14](=[O:16])[CH3:15]>C(O)C.[Ni]>[CH3:1][C:2]1[CH2:6][CH2:5][CH:4]([CH:7]([CH3:9])[CH3:8])[C:3]=1[CH2:10][C:11]([CH3:17])([CH3:18])[CH2:12][O:13][C:14](=[O:16])[CH3:15]

Participants

4

Reactant 1

HCID 51664101-Methyl-2-(2,2-dimethyl-3-acetoxypropyl)-3-isopropenylcyclopent-1-ene2×

Product 1

HCID 203745311-Methyl-2-(2,2-dimethyl-3-acetoxypropyl)-3-isopropylcyclopent-1-eneYield 85%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

10 g of the product from Example 4 in solution in ethanol were partially hydrogenated at 50° C under a hydrogen pressure of 100 bars, in the presence of 1 g of Raney nickel, to give the above compound. Yield 85%, boiling point 70°-76° C/0.05 mm Hg, nD25 : 1.4622. Somewhat blander odor than the analogous isopropenyl compound (see Example 4).

Workup

  1. customwere partially hydrogenated at 50° C under a hydrogen

Sources & evidence

ORD record
ord-4b07f45e97e14746ac7fd298c6263131
Source dataset
uspto-grants-1978_01
Patent number
US04069258

Reaction notes

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