Hydrochloric Acid → 3-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}piperidine hydrochloride

HRID 743271Notes

Reaction equation

HRID 743271 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=2)[CH2:9]1)=O)(C)(C)C.[ClH:31]>O1CCOCC1>[ClH:31].[CH3:30][O:29][C:25]1[CH:24]=[C:23]([CH2:22][CH2:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[O:14][CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)[CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 105017801-t-Butoxycarbonyl-3-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}piperidine

Product 1

HCID 194239033-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}piperidine hydrochlorideYield 44%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

800 mg of 1-t-butoxycarbonyl-3-{2-[2-(3-methoxyphenyl) ethyl]phenoxy}piperidine [prepared as described in step (a) above] were dissolved in 8 ml of a 4N solution of hydrogen chloride in dioxane, and the solution was allowed to stand at room temperature for 2 hours. At the end of this time, the solution was concentrated by evaporation under reduced pressure, the resulting residue was dissolved in ethyl acetate, and the resulting solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration, to give 300 mg (yield 44%) of the title compound as colorless crystals, melting at 130°-132° C.

Workup

  1. concentrationAt the end of this time, the solution was concentrated by evaporation under reduced pressure
  2. dissolutionthe resulting residue was dissolved in ethyl acetate
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-1a47371cdd1c497883d1a50fcc8f6b83
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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