Water → 1-[4,4-Bis(4-fluorophenyl)butyl]-2-piperazinecarboxamide

HRID 2073495Notes

Reaction equation

HRID 2073495 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:40]2[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=2)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:14][CH:13]2[C:37]([NH2:39])=[O:38])=[CH:4][CH:3]=1.O>C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:40]2[CH:41]=[CH:42][C:43]([F:46])=[CH:44][CH:45]=2)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH:13]2[C:37]([NH2:39])=[O:38])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 13883287HCID 13883287, compound

Product 1

HCID 138832881-[4,4-Bis(4-fluorophenyl)butyl]-2-piperazinecarboxamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

33.1 g (53.8 mmol) of 1-[4,4-bis(4-fluorophenyl)butyl]-4-tritylpiperazine-2-carboxamide were dissolved in 180 ml of glacial acetic acid, 180 ml of water were added dropwise in the course of 15 minutes, the mixture was subsequently stirred for 90 minutes, the oily precipitate was decanted, 720 ml of H2O and a Little Celite®, a product from Johns-Mannville Corporation, New York, were added, the mixture was filtered and the filtrate was brought to pH 10 with concentrated NaOH and extracted with methylene chloride. The organic phase was dried and concentrated in vacuo.

Workup

  1. customthe oily precipitate was decanted
  2. addition720 ml of H2O and a Little Celite®, a product from Johns-Mannville Corporation, New York, were added
  3. filtrationthe mixture was filtered
  4. extractionextracted with methylene chloride
  5. customThe organic phase was dried
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a9da9fdcca224ddca1d430f0e9f3b22e
Source dataset
uspto-grants-1990_04
Patent number
US04918073

Reaction notes

Loading…