Piperidine → HCID 23128144, compound

HRID 358690Notes

Reaction equation

HRID 358690 reaction equation
C([O:9][C:10]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:21][CH3:22])[CH:11]=1)(=O)C1C=CC=CC=1.N1CCCCC1>ClCCl>[CH2:21]([N:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:19](=[O:20])[C:10]([OH:9])=[CH:11]1)[CH3:22]

Participants

4

Reactant 2

HCID 8082Piperidine2×HCID 53903610HCID 53903610, compound

Product 1

HCID 23128144HCID 23128144, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-ethyl-4-oxo-1,4-dihydroquinol-3-yl benzoate (6.29 g), piperidine (2.1ml) and dichloromethane (60 ml) was stirred under nitrogen at ambient temperature for 3 days. Further piperidine (0.5 ml) was added and the mixture stirred for 24 hours. The solvent was removed by distillation and the residual solid triturated with diethyl ether (20 ml) to give the novel compound 1-ethyl-3-hydroxy-4-quinolone, m.p. 180°-182°.

Workup

  1. stirringthe mixture stirred for 24 hours
  2. customThe solvent was removed by distillation
  3. customthe residual solid triturated with diethyl ether (20 ml)

Sources & evidence

ORD record
ord-85f31745480b4a738c6675637a5b9aef
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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