Hydrochloric Acid → HCID 19423962, compound

HRID 743334Notes

Reaction equation

HRID 743334 reaction equation
[CH3:1][N:2]([CH2:4][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][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:3].[ClH:23]>O1CCOCC1>[ClH:23].[CH3:1][N:2]([CH2:4][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][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19423911HCID 19423911, compound

Product 1

HCID 19423962HCID 19423962, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

100 mg of N,N-dimethyl-3-[2-(3-phenylpropyl)phenoxy]propylamine were dissolved in 2 ml of dioxane, and 0.1 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution. The mixture was then concentrated by distillation under reduced pressure, and the resulting oil was dissolved in a small amount of ethyl acetate and allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 53.9 mg (yield 48%) of the title compound as needles, melting at 147°-149° C.

Workup

  1. concentrationThe mixture was then concentrated by distillation under reduced pressure
  2. dissolutionthe resulting oil 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
  6. customdried in vacuo

Sources & evidence

ORD record
ord-528d237fe81444de9e7c1671ea278f64
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

Loading…