Hydrochloric Acid → 2-(2-{2-[4-(3-Methoxyphenyl)butyl]phenoxy]ethyl)-1-methylpyrrolidine hydrochloride
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:27]=[CH:26][CH:25]=[CH:24][C:14]=2[O:15][CH2:16][CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][N:19]2[CH3:23])[CH:6]=[CH:7][CH:8]=1.[ClH:28]>O1CCOCC1>[ClH:28].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:27]=[CH:26][CH:25]=[CH:24][C:14]=2[O:15][CH2:16][CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][N:19]2[CH3:23])[CH:6]=[CH:7][CH:8]=1Participants
4
Procedure
900 mg of 2-(2-{2-[4-(3-methoxyphenyl)butyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] were dissolved in a small amount of dioxane, and 0.8 ml of a 4N solution of hydrogen chloride in dioxane was added to the resulting solution. The solution was then shaken, after which it was concentrated by distillation under reduced pressure. The concentrate was dissolved in 15 ml of ethyl acetate, and the resulting solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 343 mg (yield 35%) of the title compound as colorless crystals, melting at 65°-66° C.
Workup
- additionwas added to the resulting solution
- concentrationafter which it was concentrated by distillation under reduced pressure
- dissolutionThe concentrate was dissolved in 15 ml of ethyl acetate
- customto stand at room temperature
- customThe crystals which precipitated
- filtrationwere collected by filtration
- customdried in vacuo
Sources & evidence
- ORD record
- ord-1d4a896b63b144df9afef4288314bf0f
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05556864
Reaction notes
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