Hydrochloric Acid → 3-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpiperidine hydrochloride

HRID 743269Notes

Reaction equation

HRID 743269 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]2[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=2[O:14][CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][N:18]([CH3:22])[CH2:17]2)[CH:7]=[CH:8][CH:9]=1.C(OCC)(=O)C>O1CCOCC1>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]2[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=2[O:14][CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][N:18]([CH3:22])[CH2:17]2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 100885823-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpiperidine

Product 1

HCID 574976253-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpiperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.5 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 520 mg of 3-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}-1-methylpiperidine [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, to produce the hydrochloride as a solid. This solid was dissolved in a small amount of methylene chloride, and then ethyl acetate was added to the resulting solution, which was then allowed to stand at room temperature. The crystals which precipitated were collected by filtration, to give 443 mg (yield 77%) of the title compound as colorless crystals, melting at 191°-193° C.

Workup

  1. concentrationthe resulting mixture was concentrated by distillation under reduced pressure

Sources & evidence

ORD record
ord-e7d8cb4f4c394f7390d52aac95a4a302
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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