4-Chlorobenzoyl chloride → HCID 18916107, compound

HRID 1290657Notes

Reaction equation

HRID 1290657 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]1.C(=O)([O-])[O-:10].[K+].[K+].[Cl:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>O1CCCC1>[Cl:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([N:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C:3]2=[O:10])=[O:21])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 85014-Chlorobenzoyl chlorideHCID 11430Potassium CarbonateHCID 30848514-Piperidone hydrochloride

Product 1

HCID 18916107HCID 18916107, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

40.0 g (0.26 mol) of 4-piperidone hydrochloride (× H2O) and 38.6 g of potassium carbonate are suspended in 300 ml of tetrahydrofuran. 45.4 g of 4-chlorobenzoyl chloride are added thereto with stirring and the mixture is reacted for 2 hours at ambient temperature and refluxed for 2 hours. The reaction mixture is evaporated down in vacuo, the residue is neutralized with 2N hydrochloric acid and extracted with dichloromethane. 38 g of a viscous oil are obtained from the organic phase after removal of the extraction agent.

Workup

  1. customthe mixture is reacted for 2 hours at ambient temperature
  2. temperaturerefluxed for 2 hours
  3. customThe reaction mixture is evaporated down in vacuo
  4. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-18e01c961f40433d8f6b7095926a6318
Source dataset
uspto-grants-1998_05
Patent number
US05753647

Reaction notes

Loading…