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

HRID 743265Notes

Reaction equation

HRID 743265 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]2[CH:27]=[CH:26][CH:25]=[CH:24][C:13]=2[O:14][CH2:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][N:18]2[CH3:23])[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:27]=[CH:26][CH:25]=[CH:24][C:13]=2[O:14][CH2:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][N:18]2[CH3:23])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 106680932-(2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpiperidine

Product 1

HCID 574976232-(2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpiperidine hydrochlorideYield 69%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 0.730 g of 2-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)-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. The resulting oily residue was dissolved in 15 ml of ethyl acetate, and the solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.561 g (yield 69%) of the title compound as colorless crystals, melting at 115°-117° C.

Workup

  1. concentrationthe resulting mixture was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting oily residue was dissolved in 15 ml of ethyl acetate
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-7cf5f7e47b8648e8b5cbc9666a687d20
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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