HCID 53639466, compound → HCID 14328581, compound

HRID 1087696Notes

Reaction equation

HRID 1087696 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10](=[O:17])[C:11]([CH3:16])([CH3:15])[CH:12]([CH3:14])[CH3:13])=[CH:4][CH:3]=1>[Ni].C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10](=[O:17])[C:11]([CH3:15])([CH3:16])[CH:12]([CH3:13])[CH3:14])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 53639466HCID 53639466, compound

Product 1

HCID 14328581HCID 14328581, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

5 g of Raney nickel are added to a solution of 33.1 g (0.132 mol) of 1-(4-chloro-phenyl)-4,4,5-trimethyl-1-hexen-3-one in 200 ml of toluene and the mixture is stirred in an autoclave for 5 hours at 80° C. under a hydrogen pressure of 80-100 bar. After this, the reaction mixture is filtered and concentrated under reduced pressure. 28.3 g (85% of theory) of 1-(4-chlorophenyl)-4,4,5-trimethyl-hexan-3-one are obtained in the form of a yellow oil. ##STR23##

Workup

  1. filtrationAfter this, the reaction mixture is filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-05d64345a6e747959fbc250aabe1169e
Source dataset
uspto-grants-1990_10
Patent number
US04960453

Reaction notes

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