Bromide ion → HCID 57489126, compound

HRID 972736Notes

Reaction equation

HRID 972736 reaction equation
[Br-].[F:2][C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=1[CH2:5][N:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[CH:11]=[O:12].[Cl-].[NH4+:18].CCO[CH2:22][CH3:23]>>[F:2][C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=1[CH2:5][N:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[CH:11]([OH:12])[CH2:10][CH2:9][CH2:8][N:18]1[CH2:4][CH2:5][N:6]([C:23]2[CH:22]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:11]1

Participants

5

Reactant 4

HCID 259Bromide ionHCID 3283Diethyl EtherHCID 25517Ammonium Chloride2×HCID 10891841-[(2-Fluorophenyl)methyl]-1H-pyrrole-2-carbaldehyde

Product 1

HCID 57489126HCID 57489126, compound

Conditions

Temperature
45 °C

Procedure

The Grignard reagent of 4-phenylpiperaznopropylmagnesium bromide is added to benzane and the mixture is refluxed at 45°C for 1 hour. The mixture is permitted to cool and a solution of 1-(2-fluorobenzyl)pyrrole-2-carboxaldehyde in ether is added and then the mixture is stirred at 45°C for 20 hours. The reaction is permitted to cool, poured into ammonium chloride solution and the ammonium chloride solution is stirred for 30 minutes and extracted with chloroform. The combined chloroform extracts are washed well with water, dried and filtered and the solvent removed leaving 1-[1-(2-fluorobenyl)-2-pyrryl]-4-(4-phenylpiperazino)butanol.

Workup

  1. temperatureto cool
  2. temperatureto cool
  3. extractionextracted with chloroform
  4. washThe combined chloroform extracts are washed well with water
  5. customdried
  6. filtrationfiltered
  7. customthe solvent removed

Sources & evidence

ORD record
ord-53d15405665a4fc39bf26f8452d6f27f
Source dataset
uspto-grants-1977_10
Patent number
US04053599

Reaction notes

Loading…