Hydrochloric Acid → HCID 57497650, compound

HRID 743342Notes

Reaction equation

HRID 743342 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]([OH:27])[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][CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:3].[ClH:28]>C(OCC)(=O)C.O1CCOCC1>[ClH:28].[CH3:1][N:2]([CH2:4][CH:5]([OH:27])[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][CH2:18][CH2:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[CH3:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10621334HCID 10621334, compound

Product 1

HCID 57497650HCID 57497650, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

0.31 g of 3-(N,N-dimethylamino)-1-[2-(7-phenylheptyl) phenoxy]-2-propanol [prepared as described in step (b) above] was dissolved in 10 ml of ethyl acetate, and 0.33 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution, whilst ice-cooling and stirring. The resulting mixture was stirred at room temperature for a few minutes, after which it was concentrated by distillation under reduced pressure. Pentane was added to the resulting concentrate, and the mixture was shaken and then concentrated by distillation under reduced pressure. This operation was repeated twice, and then the resulting oil was dried in vacuo, to give 0.34 g (a quantitative yield) of the title compound as a colorless oil.

Workup

  1. temperaturecooling
  2. stirringThe resulting mixture was stirred at room temperature for a few minutes
  3. concentrationafter which it was concentrated by distillation under reduced pressure
  4. additionPentane was added to the resulting
  5. concentrationconcentrate
  6. stirringthe mixture was shaken
  7. concentrationconcentrated by distillation under reduced pressure
  8. customthe resulting oil was dried in vacuo

Sources & evidence

ORD record
ord-a355951ee5b0407c87eed27a61fbaf89
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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