4-Acetylbutyric acid → 1-(3'-Amino-4',6'-dimethylphenyl)-6-methyl-piperidin-2-one

HRID 1706604

Reaction equation

HRID 1706604 reaction equation
O=[C:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6]([OH:8])=O.[NH2:10][C:11]1[CH:12]=[C:13]([C:15]([CH3:19])=[CH:16][C:17]=1[CH3:18])[NH2:14]>CO.[Ni]>[NH2:10][C:11]1[CH:12]=[C:13]([N:14]2[CH:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6]2=[O:8])[C:15]([CH3:19])=[CH:16][C:17]=1[CH3:18]

Participants

5

Reactant 2

HCID 184074-Acetylbutyric acidHCID 8543864,6-Diamino-1,3-m-xylene

Product 1

HCID 204949611-(3'-Amino-4',6'-dimethylphenyl)-6-methyl-piperidin-2-one

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of 65 g (0.5 mol) of 5-oxo-caproic acid and 70 g (0.51 mol) of 3-amino-4,6-dimethylaniline in 300 ml of methanol is hydrogenated at 130°-140° in the presence of Raney nickel. Yield: 110 g.

Sources & evidence

ORD record
ord-df65ea40835d42188f9f9137dcd712c8
Source dataset
uspto-grants-1980_06
Patent number
US04208202

Linked notes

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