Methyl 2-hydroxyimino-2-phenylacetate → methyl 2-[P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]-2-phenylacetate

HRID 1980453Notes

Reaction equation

HRID 1980453 reaction equation
[CH2:1]([P:3](Cl)([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])[CH:8]=[CH:7][C:6]=1[N+:23]([O-:25])=[O:24])=[O:4])[CH3:2].[OH:27][N:28]=[C:29]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:30]([O:32][CH3:33])=[O:31]>C(Cl)Cl>[CH2:1]([P:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])[CH:8]=[CH:7][C:6]=1[N+:23]([O-:25])=[O:24])([O:27][N:28]=[C:29]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:30]([O:32][CH3:33])=[O:31])=[O:4])[CH3:2]

Participants

4

Reactant 2

HCID 6850457Methyl 2-hydroxyimino-2-phenylacetateHCID 13456450P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinic acid chloride

Product 1

HCID 86740015methyl 2-[P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]-2-phenylacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedure of Example 2, P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinic chloride is reacted with methyl 2-hydroxyimino-2-phenylacetate (357 mg, 1.5 eq.) in methylene chloride, with stirring at RT for 24 hours. The reaction is worked up and purified as in Example 2 to give methyl 2-[P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]-2-phenylacetate.

Workup

  1. custompurified as in Example 2

Sources & evidence

ORD record
ord-3c0d5b310f31411bb0dd9b930ddc052e
Source dataset
uspto-grants-1985_04
Patent number
US04509970

Reaction notes

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