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

HRID 743175Notes

Reaction equation

HRID 743175 reaction equation
[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:4]>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[CH3:2][N:3]([CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][CH2:16][CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH3:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 15389029N,N-Dimethyl-2-[2-(4-phenylbutyl)phenoxy]ethylamine

Product 1

HCID 19423977N,N-Dimethyl-2-[2-(4-phenylbutyl)phenoxy]ethylamine hydrochlorideYield 93%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

0.39 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 230 mg of N,N-dimethyl-2-[2-(4-phenylbutyl)phenoxy]ethylamine [prepared as described in step (a) above] in 5 ml of ethyl acetate, and the resulting mixture was allowed to stand at room temperature. The crystals which precipitated were collected by filtration, washed with ethyl acetate and dried in vacuo, to give 241 mg (yield 93%) of the title compound as colorless crystals, melting at 170°-173° C.

Workup

  1. customto stand at room temperature
  2. customThe crystals which precipitated
  3. filtrationwere collected by filtration
  4. washwashed with ethyl acetate
  5. customdried in vacuo

Sources & evidence

ORD record
ord-2c61e95625014ed283fbc4d5ac7ac602
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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