HCID 54212057, compound → HCID 13885604, compound

HRID 414274Notes

Reaction equation

HRID 414274 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]=[CH:10][C:11]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)([C:13]([F:16])([F:15])[F:14])[CH3:12])=[CH:4][C:3]=1[O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[H][H]>CO.[Ni]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([C:17]2[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)([C:13]([F:16])([F:15])[F:14])[CH3:12])=[CH:4][C:3]=1[O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 2

HCID 54212057HCID 54212057, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 13885604HCID 13885604, compoundYield 61.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1-(4-Fluoro-3-phenoxyphenyl)-4-(4-methoxyphenyl)-4-trifluoromethyl-2-pentene (15.12 g; 37.76 mmol) was hydrogenated in methanol (200 ml) with hydrogen using Raney nickel (5 g) at room temperature and under atmospheric pressure. After the calculated amount of hydrogen had been taken up, the catalyst was filtered off and the solvent removed under reduced pressure. After chromatography on silica gel using ethyl acetate/hexane as eluant, there was obtained a 10.1 g of product (=61.8% of theory).

Workup

  1. customat room temperature
  2. filtrationthe catalyst was filtered off
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-f8a2f92914844ca2b4bc90a401b0bf07
Source dataset
uspto-grants-1988_12
Patent number
US04791123

Reaction notes

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