Acetonitrile → N,N-Dimethyl-N-octyltetradecan-1-aminium bromide

HRID 1655814Notes

Reaction equation

HRID 1655814 reaction equation
[CH2:1]([N:15]([CH3:17])[CH3:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(#N)C.[Br:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>>[Br-:21].[CH2:1]([N+:15]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])([CH3:17])[CH3:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 81401-BromooctaneHCID 8211N,N-Dimethyltetradecylamine

Product 1

HCID 19789125N,N-Dimethyl-N-octyltetradecan-1-aminium bromide

Conditions

Temperature
80 °C

Procedure

The procedure is as described in Example 1, but the following are added successively to the flask with stirring: 145.3 g (0.60 mol) of N-tetradecyl-N,N-dimethylamine, 267.0 g (6.5 mol) of acetonitrile and 121.7 g (0.63 mol) of 1-bromooctane. The mixture is heated to 80° C. with stirring and kept at this temperature for 4 hours and then cooled to room temperature, and an amine conversion of 98% is determined in a sample of the contents of the flask by a residual amine determination. Working-up is carried out as described in Example 1. The N-tetradecyl-N-octyl-N,N-dimethylammonium bromide (4) thus obtained is used for the viscosity determinations described below. The following contents are determined analytically:

Workup

  1. additionthe following are added successively to the flask
  2. stirringwith stirring
  3. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-1036165fdd9340b980221402b1a7db01
Source dataset
uspto-grants-1993_10
Patent number
US05252257

Reaction notes

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