Hydrochloric Acid → 1-Methyl-2-(2-{2-[2-(3-methylphenyl)ethyl]phenoxy}ethyl]pyrrolidine hydrochloride

HRID 743288Notes

Reaction equation

HRID 743288 reaction equation
[ClH:1].[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1.C(OCC)(=O)C>O1CCOCC1>[ClH:1].[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 8857Ethyl AcetateHCID 107847231-Methyl-2-(2-{2-[2-(3-methylphenyl)ethyl]phenoxy}ethyl)pyrrolidine

Product 1

HCID 574976311-Methyl-2-(2-{2-[2-(3-methylphenyl)ethyl]phenoxy}ethyl]pyrrolidine hydrochlorideYield 52%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.2 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 150 mg of 1-methyl-2-(2-{2-[2-(3-methylphenyl)ethyl]phenoxy}ethyl)pyrrolidine [prepared as described in step (a) above] in a suitable amount of ethyl acetate, to convert it to the hydrochoride, which was recrystallized from ethyl acetate, to give 87 mg (yield 52%) of the title compound as colorless crystals, melting at 128°-130° C.

Workup

  1. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a520f543bff14eca93d4b1809e0e173e
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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