Hydrochloric Acid → 2-(2-{2-[2-(4-Ethylphenyl)ethyl]phenoxy}ethyl)-1-methypiperidine hydrochloride

HRID 743310Notes

Reaction equation

HRID 743310 reaction equation
[ClH:1].[CH2:2]([C:4]1[CH:9]=[CH:8][C:7]([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:6][CH:5]=1)[CH3:3].C(OCC)(=O)C>O1CCOCC1>[ClH:1].[CH2:2]([C:4]1[CH:5]=[CH:6][C:7]([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:8][CH:9]=1)[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 194238792-(2-{2-[2-(4-Ethylphenyl)ethyl]phenoxy}ethyl)-1-methylpiperidine

Product 1

HCID 574976362-(2-{2-[2-(4-Ethylphenyl)ethyl]phenoxy}ethyl)-1-methypiperidine hydrochlorideYield 82%

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 0.650 g of 2-(2-{2-[2-(4-ethylphenyl)ethyl]phenoxy}ethyl)-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, and a small amount of diethyl ether was added to the solution, which was then allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.590 g (yield 82%) of the title compound as colorless crystals, melting at 101°-103° C.

Workup

  1. concentrationthe resulting solution was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting oily residue was dissolved in ethyl acetate
  3. additiona small amount of diethyl ether was added to the solution, which
  4. customto stand at room temperature
  5. customThe crystals which precipitated
  6. filtrationwere collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-269cc9f8720e40b09e898e378749229a
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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