4,4-Difluorochalcone → 1,3-Bis(4-fluorophenyl)propan-1-one

HRID 2351940Notes

Reaction equation

HRID 2351940 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH:6]=[CH:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1>O1CCCC1.[Ni]>[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][CH2:7][C:8]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 2442294,4-Difluorochalcone

Product 1

HCID 198449561,3-Bis(4-fluorophenyl)propan-1-one

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 59.9 g of 4,4'-difluorobenzylideneacetophenone in 600 ml of tetrahydrofuran is hydrogenated in the presence of 6 g of Raney nickel. After removal of the catalyst, the reaction mixture is concentrated by rotary evaporation, affording the title compound of the formula ##STR8## as a crude product with a refractive index of n20D =1.5478.

Workup

  1. customAfter removal of the catalyst
  2. concentrationthe reaction mixture is concentrated by rotary evaporation

Sources & evidence

ORD record
ord-5e902176a6434dc5872890f0acd6852a
Source dataset
uspto-grants-1989_10
Patent number
US04874778

Reaction notes

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