Benzene, 2-chloro-1-(3,4-dinitrophenoxy)-4-(trifluoromethyl)- → methyl P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinate

HRID 1980447Notes

Reaction equation

HRID 1980447 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:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([N+]([O-])=O)[CH:6]=1.[CH2:25]([P:27]([O:30]C)[O:28][CH3:29])[CH3:26]>C(#N)C>[CH2:25]([P:27]([C:7]1[CH:6]=[C:5]([O:4][C:3]2[CH:17]=[CH:18][C:19]([C:21]([F:24])([F:23])[F:22])=[CH:20][C:2]=2[Cl:1])[CH:10]=[CH:9][C:8]=1[N+:11]([O-:13])=[O:12])(=[O:30])[O:28][CH3:29])[CH3:26]

Participants

4

Reactant 2

HCID 156238Benzene, 2-chloro-1-(3,4-dinitrophenoxy)-4-(trifluoromethyl)-HCID 2784207Dimethyl ethylphosphonite

Product 1

HCID 13456449methyl P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-(2-chloro-4-trifluoromethylphenoxy)-1,2-dinitrobenzene (1.6 g, 4.4 mmol), dimethyl ethylphosphonite (1 ml, 8.8 mmol) and acetonitrile (6 ml) is stirred at room temperature overnight. The reaction mixture is concentrated to dryness, and the residue is purified by preparative thin layer chromatography (silica gel, eluting with 10% ethyl acetate/hexane) to give methyl P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinate.

Workup

  1. concentrationThe reaction mixture is concentrated to dryness
  2. customthe residue is purified by preparative thin layer chromatography (silica gel, eluting with 10% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-1e0abddf00e54693a35b1fcc5cf6e3bc
Source dataset
uspto-grants-1985_04
Patent number
US04509970

Reaction notes

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