N,N-Dimethyltetradecylamine → Phenoxycarbonylmethyltetradecyldimethyl ammonium bromide

HRID 1606771Notes

Reaction equation

HRID 1606771 reaction equation
[Br:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[CH2:12]([N:26]([CH3:28])[CH3:27])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>>[Br-:1].[O:5]([C:3]([CH2:2][N+:26]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])([CH3:27])[CH3:28])=[O:4])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 8211N,N-DimethyltetradecylamineHCID 564919Phenyl Bromoacetate

Product 1

HCID 86733359Phenoxycarbonylmethyltetradecyldimethyl ammonium bromide

Procedure

A mixture of 55 g (0.26 mol) phenyl bromoacetate and 62 g (0.26 mol) of tetradecyldimethylamine was allowed to stand at room temperature for three days. The resultant crystalline mass was washed well with ether and dried to 114 g. Recrystallized from ethyl acetate and vacuum dried, the compound melted at 87°-91.5°.

Workup

  1. washThe resultant crystalline mass was washed well with ether
  2. customdried to 114 g
  3. customRecrystallized from ethyl acetate and vacuum
  4. customdried

Sources & evidence

ORD record
ord-eb5b6ea58e9a4f4dbd40412f795502a4
Source dataset
uspto-grants-1976_04
Patent number
US03953605

Reaction notes

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