Triethanolamine → Tris-(2-hydroxyethyl)ammonium 5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate

HRID 27321

Reaction equation

HRID 27321 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11].[N:25]([CH2:32][CH2:33][OH:34])([CH2:29][CH2:30][OH:31])[CH2:26][CH2:27][OH:28]>C(COC)OC>[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10]([O-:12])=[O:11].[OH:28][CH2:27][CH2:26][NH+:25]([CH2:32][CH2:33][OH:34])[CH2:29][CH2:30][OH:31]

Participants

4

Reactant 2

HCID 7618TriethanolamineHCID 44073Acifluorfen

Product 1

HCID 21280066Tris-(2-hydroxyethyl)ammonium 5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent2×

Procedure

5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid (3.0 g, 0.0083 mole) is dissolved in glyme (20 ml) and a solution of triethanolamine (1.35 g, 0.0091 mole) in glyme (5 ml) is added rapidly while stirring at room temperature. After stirring for a few hours the solvent is removed in vacuo, the product is triturated repeatedly with petroleum ether (bp 30°-60° C.) and dried to a weight of 2.5 g.

Workup

  1. stirringAfter stirring for a few hours the solvent
  2. customis removed in vacuo
  3. customthe product is triturated repeatedly with petroleum ether (bp 30°-60° C.)
  4. customdried to a weight of 2.5 g

Sources & evidence

ORD record
ord-15498aed66e54dc2a770e565828a381f
Source dataset
uspto-grants-1980_09
Patent number
US04220468

Linked notes

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