Water → 1-Acetyl-4-[4-(6-bromohexyloxy)phenyl]piperazine

HRID 1816716Notes

Reaction equation

HRID 1816716 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Br:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]Br.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][Br:17])=[CH:12][CH:11]=2)[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 123681,6-DibromohexaneHCID 7124411-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

Product 1

HCID 224946241-Acetyl-4-[4-(6-bromohexyloxy)phenyl]piperazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-acetyl-4-(4-hydroxyphenyl)piperazine (5.00 g) in N,N-dimethylformamide (50 ml) was treated with 1,6-dibromohexane (10.5 ml) and potassium carbonate (4.71 g), and the mixture was stirred for 18 hours at ambient temperature. To the reaction mixture was added water (200 ml), and the resulting precipitate was collected by filtration, washed with water and n-hexane successively and dried under reduced pressure to give crude 1-acetyl-4-[4-(6-bromohexyloxy)phenyl]piperazine (10.52 g), that was used in the next reaction directly.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water and n-hexane successively
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-bafeeaf2ccd6483ebb41454ba9380c1a
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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