N,N-Diethyl-1-heptanamine → 4(3-Chlorophenyl)-N,N-diethyl-N-heptyl-2-buten-1-aminium chloride

HRID 464033Notes

Reaction equation

HRID 464033 reaction equation
[Cl:1]C1C=CC=C(CC=CCCl)C=1.Cl[CH:14]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)[CH:15]=[CH2:16].[CH2:25]([N:27]([CH2:35][CH3:36])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH3:26]>O>[Cl-:1].[Cl:24][C:20]1[CH:19]=[C:18]([CH2:17][CH:14]=[CH:15][CH2:16][N+:27]([CH2:25][CH3:26])([CH2:35][CH3:36])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 12496130N,N-Diethyl-1-heptanamineHCID 202636013-Chloro-4-(3-chlorophenyl)-1-buteneHCID 538104491-Chloro-3-(4-chloro-2-butenyl)benzene

Product 1

HCID 704471924(3-Chlorophenyl)-N,N-diethyl-N-heptyl-2-buten-1-aminium chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Heat a mixture of 6.0 g (0.03 mole) of 1-chloro-3-(4-chloro-2-butenyl)benzene and 3-chloro-4-(3-chlorophenyl)-1-butene (in a ratio of 4:3) and 5.1 g (0.03 mole) N,N-diethylheptanamine at 100° C. for about 20 hours. Dissolve in 100 ml water and wash with 3×75 ml hexane and then extract with methylene chloride. Dry methylene chloride extract over magnesium sulfate, filter and evaporate the solvent in vacuo to provide the title compound.

Workup

  1. temperatureHeat
  2. washwash with 3×75 ml hexane
  3. extractionextract with methylene chloride
  4. extractionDry methylene chloride extract over magnesium sulfate
  5. filtrationfilter
  6. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-71f1b03136004ccd85e37aba9d16dd88
Source dataset
uspto-grants-1985_10
Patent number
US04545995

Reaction notes

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