Potassium Carbonate → HCID 20187482, compound

HRID 2308767Notes

Reaction equation

HRID 2308767 reaction equation
C[O-].[Na+].Cl.[F:5][C:6]1[CH:18]=[CH:17][C:9]([CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:8][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][C:27]([C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)=[O:28]>C(O)C>[F:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:10][CH:11]2[CH2:12][CH2:13][N:14]([CH2:26][C:27]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)=[O:28])[CH2:15][CH2:16]2)=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 68303p-Chlorophenacyl bromideHCID 10942334Sodium MethoxideHCID 170394924-[(4-Fluorophenyl)methyl]piperidine hydrochloride

Product 1

HCID 20187482HCID 20187482, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

78 ml of ethanol are placed in a 250 ml conical flask and 2 ml of a 5.3N methanolic solution of sodium methoxide are added. 2.29 g (0.01 mol) of 4-(4-fluorobenzyl)-piperidine hydrochloride are added and the mixture is stirred for 15 minutes. 1.38 g of potassium carbonate are then added, followed by 2.33 g (0.01 mol) of 2-bromo-4'-chloroacetophenone, and the mixture is heated under reflux for 2 hours. It is left to cool, the inorganic precipitate is filtered off, the filtrate is evaporated to dryness and the residual oil is taken up in 1N hydrochloric acid. Extraction is carried out with chloroform and the organic phase is washed with water, dried over sodium sulphate and evaporated to dryness. 3.22 g of the crude hydrochloride remain in the form of an oil, which is used as such but which can be recrystallized from a mixture of acetone/diethyl ether (melting point=168° C.).

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. waitIt is left
  4. temperatureto cool
  5. filtrationthe inorganic precipitate is filtered off
  6. customthe filtrate is evaporated to dryness
  7. extractionExtraction
  8. washthe organic phase is washed with water
  9. dry with materialdried over sodium sulphate
  10. customevaporated to dryness
  11. customcan be recrystallized from a mixture of acetone/diethyl ether (melting point=168° C.)

Sources & evidence

ORD record
ord-ae1151cc01d34c8aba06d7e73314473c
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

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