Dimethyloctadecylamine → N-(2-(Benzoyloxy)ethyl)-N,N-dimethyl-n-octadecylammonium bromide

HRID 1613701

Reaction equation

HRID 1613701 reaction equation
[C:1]([O:9][CH2:10][CH2:11][Br:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:13][N:14]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH3:15]>C(#N)C>[Br-:12].[C:1]([O:9][CH2:10][CH2:11][N+:14]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])([CH3:13])[CH3:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 15365DimethyloctadecylamineHCID 5230902-Bromoethyl Benzoate

Product 1

HCID 19774320N-(2-(Benzoyloxy)ethyl)-N,N-dimethyl-n-octadecylammonium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 45.0 g (0.1964 mol) of 2-bromoethyl benzoate and an equimolar amount of N,N-dimethyl-n-octadecylamine in 207 ml of acetonitrile was heated at reflux for 4.5 hours. The reaction mixture was then cooled. The solid was then collected, washed with ether, and dried to yield 76.7 g of the title compound; mp=87°-93° C.

Workup

  1. temperatureat reflux for 4.5 hours
  2. temperatureThe reaction mixture was then cooled
  3. customThe solid was then collected
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-5d30a4eeed0a41b5be19d5faad877ab9
Source dataset
uspto-grants-1993_03
Patent number
US05194472

Linked notes

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