Pyridine → 6-(4-Chlorophenyl)-1-phenyl-2-piperidone

HRID 1904615Notes

Reaction equation

HRID 1904615 reaction equation
[NH:1]([CH:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)[CH2:9][CH2:10][CH2:11][C:12](O)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.C(OC(=O)C)(=O)C>C1(C)C=CC=CC=1>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH:8]2[N:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:12](=[O:13])[CH2:11][CH2:10][CH2:9]2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 145768135-Anilino-5-(4-chlorophenyl)pentanoic acid

Product 1

HCID 145768146-(4-Chlorophenyl)-1-phenyl-2-piperidoneYield 80.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(2)-(b) To a suspended solution of 2.0 g of 5-anilino-5-(4-chlorophenyl)pentanoic acid in 10 ml of toluene and 520 mg of pyridine was added 1.21 g of acetic anhydride at 25° C., and the solution was stirred at same temperature for 1.5 hours. Then, the reaction solution was treated in the same manner as in Example 1-(2)-(a) to give 1.51 g of 6-(4-chlorophenyl)-1-phenyl-2-piperidone.

Sources & evidence

ORD record
ord-24cc0cc6f01e444db4fc262643c21f1d
Source dataset
uspto-grants-1989_06
Patent number
US04839360

Reaction notes

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