Chlorobenzene → 1-(4-Chlorophenyl) 3-(1-benzoyl 4-piperidyl) 1-propanone

HRID 848158Notes

Reaction equation

HRID 848158 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([N:16]1[CH2:21][CH2:20][CH:19]([CH2:22][CH2:23][C:24](O)=[O:25])[CH2:18][CH2:17]1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(=S)=S>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:24](=[O:25])[CH2:23][CH2:22][CH:19]2[CH2:18][CH2:17][N:16]([C:8](=[O:15])[C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:21][CH2:20]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7964ChlorobenzeneHCID 191084543-(1-Benzoylpiperidin-4-yl)propanoic acid

Product 1

HCID 544267741-(4-Chlorophenyl) 3-(1-benzoyl 4-piperidyl) 1-propanoneYield 187.6%

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

The procedure is as in Example 1, starting from 18 g of chlorobenzene instead of 9.9 g of anisol, 350 ml of carbon disulfide instead of 157 ml and 35 g instead of 15.7 g of 3-(1-benzoyl 4-piperidyl) propionic acid. 40.1 g of crude 1-(4-chlorophenyl) 3-(1-benzoyl 4-piperidyl) 1-propanone are obtained in the form of an oil which crystallizes.

Sources & evidence

ORD record
ord-012a3a87a68944188cc83cb3e4fbdb56
Source dataset
uspto-grants-1981_10
Patent number
US04294841

Reaction notes

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