HCID 21568335, compound → HCID 21568349, compound

HRID 1579331Notes

Reaction equation

HRID 1579331 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][C:25]([C:27]3[CH:32]=[CH:31][C:30](F)=[CH:29][CH:28]=3)=[O:26])[CH2:18][CH2:17]2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1)[CH3:2]>N1CCCCC1>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][C:25]([C:27]3[CH:32]=[CH:31][C:30]([N:19]4[CH2:20][CH2:21][CH2:16][CH2:17][CH2:18]4)=[CH:29][CH:28]=3)=[O:26])[CH2:18][CH2:17]2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 1

HCID 21568335HCID 21568335, compound

Product 1

HCID 21568349HCID 21568349, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Procedure

A solution of 14.5 g (0.035 mole) of 4-[4-[α-(p-ethylphenyl)benzyl]piperidino]-4'-fluorobutyrophenone in 100 ml of piperidine is refluxed for 22 hours. The unreacted piperidine is removed under vacuum, and the remaining residue is triturated with water. The water is decanted, the residue is dissolved in methanol and added to a large amount of water. The resulting precipitate is dissolved in ether, dried over magnesium sulfate, treated with charcoal and filtered. The filtrate is concentrated to a solid residue and is recrystallized from ethanol-water to give the title compound.

Workup

  1. customThe unreacted piperidine is removed under vacuum
  2. customthe remaining residue is triturated with water
  3. customThe water is decanted
  4. dissolutionthe residue is dissolved in methanol
  5. additionadded to a large amount of water
  6. dissolutionThe resulting precipitate is dissolved in ether
  7. dry with materialdried over magnesium sulfate
  8. additiontreated with charcoal
  9. filtrationfiltered
  10. concentrationThe filtrate is concentrated to a solid residue
  11. customis recrystallized from ethanol-water

Sources & evidence

ORD record
ord-4e4f0af52c124cb481ef89b930cc1949
Source dataset
uspto-grants-1976_01
Patent number
US03931197

Reaction notes

Loading…