Sodium Hydroxide → HCID 178443036, compound

HRID 247157

Reaction equation

HRID 247157 reaction equation
[OH-].[CH2:2]([N+:18]([CH3:21])([CH3:20])[CH3:19])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[CH2:22]([O:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[C:27]([OH:34])[CH:26]=1)[CH3:23].[OH-].[Na+]>>[CH2:22]([O:24][C:25]1[CH:26]=[C:27]([OH:34])[C:28](=[CH:32][CH:33]=1)[C:29]([O-:31])=[O:30])[CH3:23].[CH2:2]([N+:18]([CH3:21])([CH3:19])[CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 68166Cetrimonium HydroxideHCID 826284-Ethoxysalicylic acid

Product 1

HCID 178443036HCID 178443036, compound

Procedure

The last third of the cetyl-trimethylammonium hydroxide solution is neutralized with 12.39 g of 4-ethoxy-2-hydroxy-benzoic acid (the equivalent weight of which has been determined as 185.8 by titration with 0.1N sodium hydroxide solution) by scattering in as a powder. The resulting yellow solution in methanol is concentrated to dryness. 31.1 g of a slightly brownish residue are obtained, which can be purified by recrystallization from 300 ml of ethyl acetate several times. Cetyl-trimethylammonium 4-ethoxysalicylate is obtained in (slightly reddish) crystals (titration with perchloric acid in glacial acetic acid gives the expected equivalent weight).

Workup

  1. concentrationThe resulting yellow solution in methanol is concentrated to dryness
  2. custom31.1 g of a slightly brownish residue are obtained
  3. customwhich can be purified by recrystallization from 300 ml of ethyl acetate several times

Sources & evidence

ORD record
ord-f521c99de5604056aadd43cae97847b6
Source dataset
uspto-grants-1987_11
Patent number
US04705860

Linked notes

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