Hydrochloric Acid → 2-(2-{2-[2-(4-Ethylphenyl)ethyl]phenoxy}-ethyl) piperidine hydrochloride
Reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]1[CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][CH3:33])=[CH:28][CH:27]=1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[CH2:32]([C:29]1[CH:28]=[CH:27][C:26]([CH2:25][CH2:24][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[O:17][CH2:16][CH2:15][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][NH:9]2)=[CH:31][CH:30]=1)[CH3:33]Participants
Procedure
5 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 0.91 g of 1-t-butoxycarbonyl-2-(2-{2-[2-(4-ethylphenyl)ethyl]phenoxy}ethyl)piperidine [prepared as described in step (a) above] in 5 ml of dioxane, and the resulting solution was allowed to stand at room temperature for 1 hour. At the end of this time, the mixture was concentrated by distillation under reduced pressure, and the resulting oily residue was dissolved in a small amount of ethyl acetate. Diethyl ether was added to the solution, which was then allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 687 mg (yield 88%) of the title compound as colorless crystals, melting at 74°-76° C.
Workup
- concentrationAt the end of this time, the mixture was concentrated by distillation under reduced pressure
- dissolutionthe resulting oily residue was dissolved in a small amount of ethyl acetate
- additionDiethyl ether was added to the solution, which
- customto stand at room temperature
- customThe crystals which precipitated
- filtrationwere collected by filtration
- customdried in vacuo
Sources & evidence
- ORD record
- ord-75bc5785889d4156a105d41cca3402e1
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05556864
Reaction notes
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