Acetone → HCID 8688636, compound

HRID 2309684Notes

Reaction equation

HRID 2309684 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:14][C:15]1[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=1.CC(C)=O>C(O)C>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:14][C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 70961-PhenylpiperazineHCID 869964-(Bromomethyl)benzonitrile

Product 1

HCID 8688636HCID 8688636, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-phenylpiperazine (41.4 g, 0.26 mol) was added to a solution of 4-(bromomethyl)benzonitrile (25 g, 0.13 mol) in 60 ml ethanol and the mixture was refluxed for one hour. After filtration of the precipitated N-phenylpiperazinium bromide, the filtrate was evaporated and the residue was recrystallized in a chloroform: acetone mixture to afford 28.6 g (79% yield) of 4-(4-phenylpiperazinylmethyl)benzonitrile.

Workup

  1. temperaturethe mixture was refluxed for one hour
  2. filtrationAfter filtration of the precipitated N-phenylpiperazinium bromide
  3. customthe filtrate was evaporated
  4. customthe residue was recrystallized in a chloroform

Sources & evidence

ORD record
ord-06b683f5898a44bd8292d67b7bed1b0f
Source dataset
uspto-grants-1987_09
Patent number
US04696920

Reaction notes

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