1,3-Dibromopropane → 3-[N'-(3-Bromopropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium Bromide

HRID 263171Notes

Reaction equation

HRID 263171 reaction equation
[Br-].[CH3:2][N+:3]([CH3:10])([CH3:9])[CH2:4][CH2:5][CH2:6][NH:7][CH3:8].[Br:11][CH2:12][CH2:13][CH2:14]Br>C(#N)C>[Br-:11].[Br:11][CH2:12][CH2:13][CH2:14][N:7]([CH2:6][CH2:5][CH2:4][N+:3]([CH3:10])([CH3:9])[CH3:2])[CH3:8]

Participants

4

Reactant 2

HCID 80011,3-DibromopropaneHCID 21444211N,N,N-Trimethyl-3-(methylamino)propan-1-aminium bromide

Product 1

HCID 213163773-[N'-(3-Bromopropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium Bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 3.02 g. (14.3 mmoles) of N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide in 30 ml. of acetonitrile is added a solution of 2.88 g. (14.3 mmoles) of 1,3-dibromopropane and the mixture is stirred at room temperature under nitrogen for 3.5 hours. The mixture is cooled in an ice-water bath and then the insoluble material is removed by filtration. The filtrate is evaporated and dried in vacuo and is extracted with chloroform. The chloroform extract is evaporated and dried to give the product.

Workup

  1. temperatureThe mixture is cooled in an ice-water bath
  2. customthe insoluble material is removed by filtration
  3. customThe filtrate is evaporated
  4. customdried in vacuo
  5. extractionis extracted with chloroform
  6. extractionThe chloroform extract
  7. customis evaporated
  8. customdried
  9. customto give the product

Sources & evidence

ORD record
ord-8d6d7c1ab8dd47819119c31fca3e5c6c
Source dataset
uspto-grants-1979_05
Patent number
US04156693

Reaction notes

Loading…