Hydrochloric Acid → (S)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpyrrolidine hydrochloride

HRID 743284Notes

Reaction equation

HRID 743284 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][CH2:15][C@@H:16]2[CH2:20][CH2:19][CH2:18][N:17]2[CH3:21])[CH:7]=[CH:8][CH:9]=1>O1CCOCC1.C(OCC)(=O)C>[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][CH2:15][C@@H:16]2[CH2:20][CH2:19][CH2:18][N:17]2[CH3:21])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10498838(S)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpyrrolidine

Product 1

HCID 57497629(S)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-1-methylpyrrolidine hydrochlorideYield 28%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

0.37 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of (S)-2-{2-[2-(3-methoxyphenyl) ethyl]phenoxymethyl}-1-methylpyrrolidine [prepared as described in step (a) above] in 10 ml of ethyl acetate, and the resulting mixture was allowed to stand at room temperature. The crystals which precipitated were collected by filtration, to give 101 mg (yield 28%) of the title compound as colorless needles, melting at 124°-126° C.

Workup

  1. customto stand at room temperature
  2. customThe crystals which precipitated
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-a24185f8b3344bf9b67db0136c706649
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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