1-Benzylpiperazine → HCID 15292054, compound

HRID 359549Notes

Reaction equation

HRID 359549 reaction equation
Br[CH2:2][C:3](=[O:19])[C:4]([OH:18])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[CH2:20]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CCOCC>[OH:18][C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:3](=[O:19])[CH2:2][N:30]1[CH2:31][CH2:32][N:27]([CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:28][CH2:29]1)[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 20065177HCID 20065177, compound

Product 1

HCID 15292054HCID 15292054, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1 63 g (5 mmole) of 4-bromo-2-hydroxy-2-phenyl-1-piperidino-3-butanone in 35 mL of ether is added 1.76 g (5 mmole) of 4-benzylpiperazine. The solution is stirred at room temperature for 18 hours and then washed twice with brine dried over anhydrous sodium sulfate and the solvent removed under reduced pressure. Purification by flash column chromatography gives 2-hydroxy-2-phenyl-1-piperidino-4-(4-benzyl-1-piperazinyl)-3-butanone. This was converted into its hydrochloride salt in the usual manner.

Workup

  1. washwashed twice with brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent removed under reduced pressure
  4. customPurification by flash column chromatography

Sources & evidence

ORD record
ord-924d3a682c5b430cb9a2f31953442bf6
Source dataset
uspto-grants-1991_03
Patent number
US05001160

Reaction notes

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