Hydrochloric Acid → 4-(2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}ethyl) piperidine hydrochloride
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:33]>O1CCOCC1>[ClH:33].[CH3:32][O:31][C:27]1[CH:26]=[C:25]([CH2:24][CH2:23][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH2:15][CH2:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:30]=[CH:29][CH:28]=1Participants
4
Procedure
2.00 g of 1-t-butoxycarbonyl-4-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)piperidine [prepared as described in step (a) above] were dissolved in 10 ml of a 4N solution of hydrogen chloride in dioxane, and the solution was allowed to stand at room temperature for 4 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting solid residue was dissolved in a small amount of methylene chloride, after which ethyl acetate was added to the solution. The crystals which precipitated were collected by filtration, to give 1.59 g (yield 93%) of the title compound as colorless crystals, melting at 119°-121° C.
Workup
- customAt the end of this time, the solvent was removed by distillation under reduced pressure
- dissolutionthe resulting solid residue was dissolved in a small amount of methylene chloride
- additionafter which ethyl acetate was added to the solution
- customThe crystals which precipitated
- filtrationwere collected by filtration
Sources & evidence
- ORD record
- ord-da6aee7ef6554bbeaa948658a59a036a
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05556864
Reaction notes
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