HCID 54382812, compound → HCID 13726886, compound

HRID 1252507Notes

Reaction equation

HRID 1252507 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:31])([CH:28]([F:30])[F:29])[CH:11]=[CH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:15]=2)=[CH:6][CH:5]=1)[CH3:2].[H][H]>[Ni].C(O)C>[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]([CH3:31])([CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([O:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:15]=2)[CH:28]([F:30])[F:29])=[CH:8][CH:9]=1)[CH3:2]

Participants

5

Reactant 2

HCID 54382812HCID 54382812, compoundHCID 178418361HCID 178418361, compound3×

Product 1

HCID 13726886HCID 13726886, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

2.0 g (4.69 mmol) 4-(4-Ethoxyphenyl)-5,5-difluoro-1-(4-fluoro-3-phenoxyphenyl)-4-methyl-2-pentene was hydrogenated with hydrogen at atmospheric pressure with hydrogen in the presence of 0.2 g Raney nickel in 30 ml ethanol. 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 hexane/toluene, 1.8 g of the desired product remained i.e. 89.6% of theory.

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-6c3fc2fe33d7484391cec2ab81ae4faf
Source dataset
uspto-grants-1988_05
Patent number
US04743622

Reaction notes

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