Ethyl 2-(4,4-dimethyl-2-cyclohexen-1-ylidene)acetate → HCID 23001036, compound

HRID 397718

Reaction equation

HRID 397718 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:7][CH2:6][C:5](=[CH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:4]=[CH:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:14])[CH2:3][CH2:4][CH:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 53954530Ethyl 2-(4,4-dimethyl-2-cyclohexen-1-ylidene)acetate

Product 1

HCID 23001036HCID 23001036, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of ethyl 2-(4,4-dimethyl-2-cyclohexene-1-ylidene)acetate (Preparation 13, 4.0 g, 21 mmol) in methanol (40 ml) was treated with 5% palladium on carbon, and the suspension was placed under an atmosphere of hydrogen (60 p.s.i.) at room temperature for 48 h. The mixture was filtered through a short pad of silica (40 g) and the filtrate was concentrated in vacuo to afford the title compound as a colourless oil (3.7 g, 91%).

Workup

  1. filtrationThe mixture was filtered through a short pad of silica (40 g)
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1fb8cb4c8fab46169484184badf6d66c
Source dataset
uspto-grants-2003_08
Patent number
US06610711B2

Linked notes

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