Water → 1-(3-Bromo-5-trifluoromethyl-phenyl)-piperazine

HRID 1374127Notes

Reaction equation

HRID 1374127 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4](F)[CH:3]=1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.O>CS(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 27363233-Bromo-5-fluorobenzotrifluoride

Product 1

HCID 227170431-(3-Bromo-5-trifluoromethyl-phenyl)-piperazine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 1-bromo-3-fluoro-5-(trifluoromethyl)-benzene (100 g, 0.41 moles), piperazine (194.9 g, 2.26 moles) in DMSO (800 ml) was heated at 100° C. for 5 hours, cooled at room temperature and stirred overnight. The mixture was poured into water and the yellow solid which separeted was filtered. The solid was suspended in a 5% THF solution in water (300 ml) water/THF, stirred for 1 hour and filtered again.

Workup

  1. filtrationthe yellow solid which separeted was filtered
  2. stirringstirred for 1 hour
  3. filtrationfiltered again

Sources & evidence

ORD record
ord-94b691e23e37499abb9daf1a020f2a7e
Source dataset
uspto-grants-2007_01
Patent number
US07164018B2

Reaction notes

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