Hydrochloric Acid → N,N-Dimethyl-3-[2-(4-phenylbutyl)phenoxy]propylamine hydrochloride

HRID 743173Notes

Reaction equation

HRID 743173 reaction equation
[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:4]>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH3:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 9904842N,N-Dimethyl-3-[2-(4-phenylbutyl)phenoxy]propylamine

Product 1

HCID 57497605N,N-Dimethyl-3-[2-(4-phenylbutyl)phenoxy]propylamine hydrochlorideYield 89%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

0.18 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 210 mg of N,N-dimethyl-3-[2-(4-phenylbutyl)phenoxy]propylamine [prepared as described in step (a) above] in 5 ml of ethyl acetate, and the resulting mixture was concentrated by distillation under reduced pressure. The resulting residue was dissolved in a small amount of ethyl acetate, and the resulting solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration to give 210 mg (yield 89%) of the title compound as colorless crystals, melting at 104°-106° C.

Workup

  1. concentrationthe resulting mixture was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting residue was dissolved in a small amount of ethyl acetate
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-51271a1d059e42d39840e22a60e88f4a
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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