HCID 66867987, compound → HCID 66867962, compound

HRID 1631898Notes

Reaction equation

HRID 1631898 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6](/[CH:9]=[C:10]2/[C:11](=[O:25])[CH:12]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=3[CH3:24])[C:13](=[O:15])[CH2:14]/2)[CH2:5][CH2:4]1>[Pd].C(O)C>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][CH:10]2[CH2:14][C:13](=[O:15])[CH:12]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=3[CH3:24])[C:11]2=[O:25])[CH2:5][CH2:4]1

Participants

4

Reactant 1

HCID 66867987HCID 66867987, compound

Product 1

HCID 66867962HCID 66867962, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a mixture of 4-[1-(4-Methoxy-cyclohexyl)-meth-(E)-ylidene]-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione (150 mg, 0.44 mmol) and ethanol (3.5 ml) is added 5% palladium on carbon (30 mg) and the resulting mixture hydrogenated at 3 bar pressure for 3 hours. The reaction mixture is then filtered through celite and the filtrate concentrated under reduced pressure to give 4-(4-Methoxy-cyclohexylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione as a pale yellow solid (142 mg).

Workup

  1. filtrationThe reaction mixture is then filtered through celite
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-0fb53df7c97d48fc8300cb036b9fa9d8
Source dataset
uspto-grants-2014_07
Patent number
US08791303B2

Reaction notes

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