HCID 21187644, compound → 4-(2-Fluorophenyl)cyclohexan-1-one

HRID 1637082Notes

Reaction equation

HRID 1637082 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH:9]=1.FC1C=CC=CC=1C1CCC(=O)C=C1.[H][H]>[Pd].C(OC(=O)C)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:9][CH2:10][C:11](=[O:14])[CH2:12][CH2:13]1

Participants

6

Reactant 3

HCID 21187644HCID 21187644, compoundHCID 21187652HCID 21187652, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 211876554-(2-Fluorophenyl)cyclohexan-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of palladium on carbon (1.1 g) in 100 mL ethylacetate was added the mixture of 4-(2-Fluoro-phenyl)-cyclohex-3-enone and 4-(2-Fluorophenyl)-cyclohex-2-enone (5.1 g) under argon. The suspension was placed under 50 psi hydrogen for 36 h, filtered through celite, concentrated in vacuo, and passed through silica (10% ethylacetate, hexane) to give 4-(2-fluorophenyl)-cyclohexanone (3.5 g).

Workup

  1. additionwas added
  2. filtrationfiltered through celite
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d022f1f077b042fdba0fbe4c81b0d8db
Source dataset
uspto-grants-2000_03
Patent number
US06037354

Reaction notes

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