Sodium Hydroxide → Acifluorfen sodium

HRID 444027

Reaction equation

HRID 444027 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].[OH-].[Na+:26]>C(O)(C)C>[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].[Na+:26]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 44073Acifluorfen

Product 1

HCID 44072Acifluorfen sodiumYield 87.9%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid (3.0 g, 0.0083 mole) is dissolved in iso-propyl alcohol (20 ml) and a solution of 50% aqueous sodium hydroxide (0.644 g, 0.0083 mole) is added dropwise and the reaction mixture stirred for 1 hour before removing the solvent and water under vacuum at 0.2 mm overnight to afford 2.8 g of sodium 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate.

Workup

  1. custombefore removing the solvent and water under vacuum at 0.2 mm overnight

Sources & evidence

ORD record
ord-0da14425cea045d3afcb7019d8748db4
Source dataset
uspto-grants-1981_04
Patent number
US04262152

Linked notes

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