Acetone → 4-(4-Hydroxy-4-phenylpiperidin-1-yl)butan-2-one--hydrogen chloride (1/1)

HRID 441429Notes

Reaction equation

HRID 441429 reaction equation
[ClH:1].[OH:2][C:3]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[CH3:15][C:16]([CH3:18])=[O:17].C=O.[N+]([CH3:24])([O-])=O>C1CCCCC1>[ClH:1].[OH:2][C:3]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:8][CH2:7][N:6]([CH2:24][CH2:15][C:16](=[O:17])[CH3:18])[CH2:5][CH2:4]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 712FormaldehydeHCID 6375NitromethaneHCID 186143834-Phenylpiperidin-4-ol hydrochloride

Product 1

HCID 213320064-(4-Hydroxy-4-phenylpiperidin-1-yl)butan-2-one--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

The starting material is prepared as follows: The solution of 20 g of 4-hydroxy-4-phenylpiperidine hydrochloride, 10 ml of acetone, 5.6 g of paraformaldehyde and 100 ml of nitromethane is refluxed for 12 hours. It is diluted with 500 ml of cyclohexane and the precipitate collected, to yield the 4-(4-hydroxy-4-phenylpiperidino)-2-butanone hydrochloride.

Workup

  1. customThe starting material is prepared
  2. customthe precipitate collected

Sources & evidence

ORD record
ord-df87cce5a82a49759a684c7aec64b8b1
Source dataset
uspto-grants-1977_08
Patent number
US04039676

Reaction notes

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