Hydrochloric Acid → N,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine hydrochloride

HRID 743209Notes

Reaction equation

HRID 743209 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][C:20]=1[O:25][CH3:26])[CH3:4]>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[CH3:4][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][C:20]=1[O:25][CH3:26])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19423881N,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine

Product 1

HCID 19423928N,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine hydrochlorideYield 48%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

Following a procedure similar to that described in Example 1(c), 0.24 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 227 mg of N,N-dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine [prepared as described in step (a) above] in 5 ml of ethyl acetate. The crystals which precipitated were collected by filtration and dried in vacuo, to give 120 mg (yield 48%) of the title compound as colorless crystals, melting at 130°14 133° C.

Workup

  1. customThe crystals which precipitated
  2. filtrationwere collected by filtration
  3. customdried in vacuo

Sources & evidence

ORD record
ord-f9dbd86a8dd64569b0df66d02a38855a
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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