Thiodiglycol → 1-(4-Chlorophenyl)-4,4-dimethyl-3-pentanone

HRID 2165772Notes

Reaction equation

HRID 2165772 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][CH:3]=1.OCCSCCO>CO.C1(C)C=CC=CC=1.[Ni]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10](=[O:15])[C:11]([CH3:13])([CH3:12])[CH3:14])=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 5447ThiodiglycolHCID 3060495-(4-Chlorophenyl)-2,2-dimethylpent-4-en-3-one

Product 1

HCID 946171-(4-Chlorophenyl)-4,4-dimethyl-3-pentanone

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 1140TolueneSolvent

Procedure

Hydrogenation of 139 g of 5-(4-chlorophenyl)-2,2-dimethylpent-4-en-3-one in 245 g of methanol or toluene at 100° C. on 5.6 g of Raney nickel with and without addition of bis-(2-hydroxyethyl) sulphide to give 5-(4-chlorophenyl)- 2,2-dimethylpentan-3-one (final product).

Sources & evidence

ORD record
ord-aa64cf4791fb44259148b642ed933f2a
Source dataset
uspto-grants-1990_07
Patent number
US04940819

Reaction notes

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