Benzene, 2-chloro-1-(3,4-dinitrophenoxy)-4-(trifluoromethyl)- → HCID 178526694, compound

HRID 1980455Notes

Reaction equation

HRID 1980455 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.[PH2:25]([O-:27])=[O:26].[Na+]>O>[N+:11]([C:8]1[CH:9]=[CH:10][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:6][C:7]=1[PH:25](=[O:26])[OH:27])([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 156238Benzene, 2-chloro-1-(3,4-dinitrophenoxy)-4-(trifluoromethyl)-HCID 178527019HCID 178527019, compound

Product 1

HCID 178526694HCID 178526694, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-(2-chloro-4-trifluoromethylphenoxy)-1,2-dinitrobenzene (1.8 g, 4.97 mmol), sodium hypophosphite (0.88 g, 9.94 mmol) and cupric sulfate (180 mg) in 20 ml of methyl nitrile/water (4:1) is heated under reflux for 24 hours. The reaction is poured into water, extracted with methylene chloride, dried and chromatographed (silica gel, eluting with 10% methanol/chloroform) to yield 2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinic acid.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 24 hours
  3. extractionextracted with methylene chloride
  4. customdried
  5. customchromatographed
  6. wash(silica gel, eluting with 10% methanol/chloroform)

Sources & evidence

ORD record
ord-30f0a5dc606341658fec758c344ff726
Source dataset
uspto-grants-1985_04
Patent number
US04509970

Reaction notes

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