Water → HCID 15745567, compound

HRID 1816205Notes

Reaction equation

HRID 1816205 reaction equation
[CH3:1][CH2:2][N+:3]([CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[Br:13])([CH3:5])[CH3:4].CC[N+](CC1C(Br)=CC=CC=1)(C)C.[Br-].[CH2:28]([O:40][S:41]([O-:44])(=[O:43])=[O:42])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].[Na+].O>C(Cl)(Cl)Cl>[CH3:1][CH2:2][N+:3]([CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[Br:13])([CH3:5])[CH3:4].[CH2:28]([O:40][S:41]([O-:44])(=[O:43])=[O:42])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]

Participants

6

Reactant 4

HCID 962WaterHCID 2431BretyliumHCID 18499N-[(2-Bromophenyl)methyl]-N,N-dimethylethanaminium bromide2×HCID 3423265Sodium Lauryl Sulfate

Product 1

HCID 15745567HCID 15745567, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Bretylium dodecylsulfate was prepared as an example of the preparation of bretylium salts of hydrophobic or weakly hydrophilic anions. A 25.5 g sample of the bretylium bromide solution prepared above was mixed under vacuum in a rotary evaporator, reducing its mass to 7.48 g by evaporation. The removed, volatile material was ethyldimethylamine and water. Bretylium bromide is nonvolatile. This material contains approximately 2.6 mmoles of bretylium bromide per gram, based on the original concentration. To 2.0 g of this material (5.2 mmoles of bretylium bromide) were added 2.0 g (6.2 mmoles) sodium dodecylsulfate, 2.0 g of distilled water, and 19 g of chloroform. A two phase mixture resulted. This was agitated vigorously, then allowed to separate. Previous distribution experiments suggested that bretylium dodecylsulfate would be concentrated in the chloroform phase, and sodium bromide in the aqueous phase. The chloroform was evaporated at about one torr; first, for 24 hours, at room temperature; then, at 43° C. for one hour. The residue was 1.7 g of very viscous, colorless, cloudy liquid (3.4 mmoles as bretylium dodecylsulfate, 65% yield).

Workup

  1. additionabove was mixed under vacuum in a rotary evaporator
  2. customby evaporation
  3. concentrationbased on the original concentration
  4. customA two phase mixture resulted
  5. customto separate
  6. concentrationwould be concentrated in the chloroform phase, and sodium bromide in the aqueous phase
  7. customThe chloroform was evaporated at about one torr
  8. customat room temperature
  9. waitthen, at 43° C. for one hour

Sources & evidence

ORD record
ord-0a5e526662a04ca08ae2848a27f3b5b0
Source dataset
uspto-grants-2005_04
Patent number
US06884792B2

Reaction notes

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