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Sodium Hydroxide → Acifluorfen sodium

HRID 27319
Notes
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Reaction equation

HRID 27319 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]>CO>[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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 44073Acifluorfen

Product 1

HCID 44072Acifluorfen sodiumYield 105.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid (1.7 g, 0.0047 mole) is dissolved in methanol (25 ml) and sodium hydroxide (4.7 ml of 1 N NaOH in methanol, 0.0047 mole) is added rapidly. The solvent is then removed in vacuo to give 1.9 g of product that decomposes at 217° C.

Workup

  • customThe solvent is then removed in vacuo
  • Sources & evidence

    ORD record
    ord-f721db82d1d0420393e4aedde7b519cb
    Source dataset
    uspto-grants-1980_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04220468

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes