Water → HCID 15135644, compound

HRID 359486Notes

Reaction equation

HRID 359486 reaction equation
[H-].[Na+].[O:3]=[C:4]1[CH2:9][CH2:8][CH2:7][CH2:6][NH:5]1.Cl[C:11]1[C:16]([C:17](=[O:25])[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:15][CH:14]=[CH:13][N:12]=1.O>C1(C)C=CC=CC=1>[O:3]=[C:4]1[CH2:9][CH2:8][CH2:7][CH2:6][N:5]1[C:11]1[C:16]([C:17](=[O:25])[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:15][CH:14]=[CH:13][N:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 126652-PiperidoneHCID 24758Sodium hydrideHCID 15135631HCID 15135631, compound

Product 1

HCID 15135644HCID 15135644, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 1.1 g of 60% sodium hydride in 10 ml of toluene is added 5 g of 2-oxopiperidine, followed by addition of 6.4 g of 2-chloro-3-(4-chlorobenzoyl)pyridine. The mixture is stirred at 90°-100° C. for 5 hours. After water is poured into the reaction mixture, the solvent of the toluene layer is distilled off. The residue is recrystallized from methanol to give 2-(2-oxopiperidino)-3-(4-chlorobenzoyl)pyridine, m.p. 154°-156° C.

Workup

  1. distillationthe solvent of the toluene layer is distilled off
  2. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-74ffc6659a7945d8b497bfe5baea9495
Source dataset
uspto-grants-1991_03
Patent number
US05001137

Reaction notes

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