Hydrochloric Acid → 4-(2-{2-[2-(3-Hydroxyphenyl)ethyl]phenoxy}ethyl]-1-methylpiperidine hydrochloride
Reaction equation
[ClH:1].COC[O:5][C:6]1[CH:7]=[C:8]([CH2:12][CH2:13][C:14]2[CH:29]=[CH:28][CH:27]=[CH:26][C:15]=2[O:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]2)[CH:9]=[CH:10][CH:11]=1>O1CCOCC1>[ClH:1].[OH:5][C:6]1[CH:7]=[C:8]([CH2:12][CH2:13][C:14]2[CH:29]=[CH:28][CH:27]=[CH:26][C:15]=2[O:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]2)[CH:9]=[CH:10][CH:11]=1Participants
Procedure
2.3 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 710 mg of 4-(2-{2-[2-(3-methoxymethoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpiperidine [prepared as described in step (a) above] in 2.3 ml of dioxane, and the resulting mixture was allowed to stand at room temperature for 1 hour, after which it was concentrated by evaporation under reduced pressure. The resulting residue was dissolved in a small amount of methylene chloride, and ethyl acetate was added to the solution thus obtained, which was then allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 294 mg (yield 42%) of the title compound as a crystalline powder, melting at 130°-132° C.
Workup
- concentrationafter which it was concentrated by evaporation under reduced pressure
- dissolutionThe resulting residue was dissolved in a small amount of methylene chloride, and ethyl acetate
- additionwas added to the solution
- customthus obtained
- customto stand at room temperature
- customThe crystals which precipitated
- filtrationwere collected by filtration
- customdried in vacuo
Sources & evidence
- ORD record
- ord-f8266d857baa47e69b36feab2ecbc9d5
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05556864
Reaction notes
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