1-Phenylpiperazine → HCID 15288971, compound
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.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=O.[C-:23]#[N:24].[K+]>Cl.CCOCC.O>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]([N:10]1[CH2:11][CH2:12][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9]1)[C:23]#[N:24]Participants
Conditions
- Temperature
- 0 °C
Procedure
6.5 g (40 mmol) of 1-phenylpiperazine are dissolved in 40 ml of 1N-hydrochloric acid and mixed with a solution of 5.4 g (40 mmol) of 2-methoxybenzaldehyde in 60 ml of ether. The mixture is cooled to 0° C., a solution of 2.5 g (40 mmol) potassium cyanide in 30 ml of water is slowly added dropwise, with stirring, and the mixture is stirred overnight at ambient temperature. Then the organic phase is separated off (any product already precipitated is removed by suction filtration beforehand). The aqueous phase is washed three times with 50 ml of ether, the organic phases are combined and dried over sodium sulfate. The solvent is eliminated in vacuo and the residue is stirred with cyclohexane and suction filtered. 9.3 g of (2-Methoxyphenyl)-(4-phenylpiperazine-1-yl)-acetonitrile are obtained (76% yield) as an almost colourless solid.
Workup
- stirringthe mixture is stirred overnight at ambient temperature
- customThen the organic phase is separated off (any product
- customalready precipitated
- customis removed by suction filtration beforehand)
- washThe aqueous phase is washed three times with 50 ml of ether
- dry with materialdried over sodium sulfate
- stirringthe residue is stirred with cyclohexane and suction
- filtrationfiltered
Sources & evidence
- ORD record
- ord-9d1bc3b15e7748e2a8473bf70bb8f350
- Source dataset
- uspto-grants-1998_01
- Patent number
- US05708006
Reaction notes
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