Hydrochloric Acid → 1-Methyl-2-{2-[2-(2-phenylethyl)phenoxy]ethyl}piperidine hydrochloride

HRID 743292Notes

Reaction equation

HRID 743292 reaction equation
[ClH:1].[CH3:2][N:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(OCC)(=O)C>O1CCOCC1>[ClH:1].[CH3:2][N:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 108323431-Methyl-2-{2-[2-(2-phenylethyl)phenoxy]ethyl}piperidine

Product 1

HCID 574976321-Methyl-2-{2-[2-(2-phenylethyl)phenoxy]ethyl}piperidine hydrochlorideYield 47%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.6 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 670 mg of 1-methyl-2-{2-[2-(2-phenylethyl)phenoxy]ethyl}piperidine [prepared as described in step (a) above] in a suitable amount of ethyl acetate, and the resulting mixture was concentrated by distillation under reduced pressure. The resulting solid residue was recrystallized from ethyl acetate, to give 350 mg (yield 47%) of the title compound as colorless crystals, melting at 128°-130° C.

Workup

  1. concentrationthe resulting mixture was concentrated by distillation under reduced pressure
  2. customThe resulting solid residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-dc52cc8620d14d2aa1db20132d4b0a5c
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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