ethyl 2-[P-ethyl-2-hydroxyamino-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]propionate → ethyl 2-[P-ethyl-2-nitroso-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]propionate

HRID 1980458Notes

Reaction equation

HRID 1980458 reaction equation
[CH2:1]([P:3]([C:14]1[CH:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:22]=2[Cl:31])[CH:17]=[CH:16][C:15]=1[NH:32][OH:33])([O:5][N:6]=[C:7]([CH3:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:4])[CH3:2]>C(O)C>[CH2:1]([P:3]([C:14]1[CH:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:29])([F:30])[F:28])=[CH:23][C:22]=2[Cl:31])[CH:17]=[CH:16][C:15]=1[N:32]=[O:33])([O:5][N:6]=[C:7]([CH3:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:4])[CH3:2]

Participants

3

Reactant 1

HCID 86740016ethyl 2-[P-ethyl-2-hydroxyamino-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]propionate

Product 1

HCID 86740018ethyl 2-[P-ethyl-2-nitroso-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]propionate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-[P-ethyl-2-hydroxyamino-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]propionate (400 mmol) and ferric chloride (600 mmol) in aqueous ethanol (1:3 water:ethanol; 10 ml) is stirred at RT for 10 min. The reaction is filtered and the filtrate is diluted with methylene chloride, washed, dried and evaporated to dryness to give ethyl 2-[P-ethyl-2-nitroso-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinyloxyimino]propionate.

Workup

  1. filtrationThe reaction is filtered
  2. additionthe filtrate is diluted with methylene chloride
  3. washwashed
  4. customdried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-40b3a42b267547fb8a9e0b8255cda180
Source dataset
uspto-grants-1985_04
Patent number
US04509970

Reaction notes

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