Acetonitrile → N,N-Dimethyl-N-(prop-2-en-1-yl)tetradecan-1-aminium bromide

HRID 1655813Notes

Reaction equation

HRID 1655813 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.[CH2:21]([Br:24])[CH:22]=[CH2:23]>>[Br-:24].[CH2:1]([N+:15]([CH2:23][CH:22]=[CH2:21])([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

Conditions

Temperature
61 °C

Procedure

The procedure is as described in Example 1, but the following are added successively to the flask with stirring: 157.4 g (0.65 mol) of N-tetradecyl-N,N-dimethylamine, 240.0 g (5.85 mol) of acetonitrile and 82.6 g (0.683 mol) of allyl bromide. The contents of the flask warm up without external heating to 61° C. in the course of 20 minutes. The flask is then heated again to 70° C. by means of the external heating and kept at this temperature with stirring for 1 hour and then cooled to room temperature, and an amine conversion of 99.7% 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-allyl-N,N-dimethylammonium bromide (3) 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. temperatureThe contents of the flask warm up
  3. temperatureThe flask is then heated again to 70° C. by means of the
  4. temperatureexternal heating
  5. stirringwith stirring for 1 hour
  6. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-13dba7e934d543ec871e0426cf23cf66
Source dataset
uspto-grants-1993_10
Patent number
US05252257

Reaction notes

Loading…