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

HRID 743273Notes

Reaction equation

HRID 743273 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]2[CH:25]=[CH:24][CH:23]=[CH:22][C:13]=2[O:14][CH:15]2[CH2:20][CH2:19][CH2:18][N:17]([CH3:21])[CH2:16]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:25]=[CH:24][CH:23]=[CH:22][C:13]=2[O:14][CH:15]2[CH2:20][CH2:19][CH2:18][N:17]([CH3:21])[CH2:16]2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 105947823-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}-1-methylpiperidine

Product 1

HCID 574976263-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}-1-methylpiperidine hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.4 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 360 mg of 3-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}-1-methylpiperidine [prepared as described in step (a) above] in a suitable amount of ethyl acetate, and the resulting solution was concentrated by distillation under reduced pressure. The resulting oily residue was dissolved in ethyl acetate, after which it was allowed to stand at room temperature. The crystals which precipitated were collected by filtration, to give 383 mg (yield 95%) of the title compound as colorless crystals, melting at 158°-160° C.

Workup

  1. concentrationthe resulting solution was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting oily residue was dissolved in ethyl acetate
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-b4de0b6abfc449e2b0d09784e5ea74f9
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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