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

HRID 743294Notes

Reaction equation

HRID 743294 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][C:12]1[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=1[O:14][CH2:15][CH2:16][CH:17]1[CH2:21][CH2:20][CH2:19][N:18]1[CH3:22].C(OCC)(=O)C>O1CCOCC1>[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][C:12]1[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=1[O:14][CH2:15][CH2:16][CH:17]1[CH2:21][CH2:20][CH2:19][N:18]1[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 104997372-(2-{2-[2-(2-Methoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine

Product 1

HCID 574976332-(2-{2-[2-(2-Methoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine hydrochlorideYield 56%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.3 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 300 mg of 2-(2-{2-[2-(2-methoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [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 186 mg (yield 56%) of the title compound as colorless needles, melting at 143°-145° 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-188426858e3848b289e1602b4cc7b8b9
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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