Methyl 2-(2-nitro-4-trifluoromethylphenoxy)benzoate → HCID 15291668, compound

HRID 2399296Notes

Reaction equation

HRID 2399296 reaction equation
[N+:1]([C:4]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:5]=1[O:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10])([O-])=O>C(OCC)(=O)C.[Pd].C(Cl)(Cl)Cl>[NH2:1][C:4]1[CH:20]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:18]=[CH:17][C:5]=1[O:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10]

Participants

5

Reactant 1

HCID 8565042Methyl 2-(2-nitro-4-trifluoromethylphenoxy)benzoate

Product 1

HCID 15291668HCID 15291668, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl 2-(2-nitro-4-trifluoromethylphenoxy)benzoate (12.7 g, 0.0373 mol) was dissolved in ethyl acetate (200 ml) and 10% palladium on carbon was added under argon. The mixture was hydrogenated in a parr bottle at 55 psi for three hours. The mixture was diluted with chloroform, filtered through Celite® and the filtrate evaporated. The residue was flash chromatographed (silica gel, ethyl acetate/hexane) to give the title compound.

Workup

  1. filtrationfiltered through Celite®
  2. customthe filtrate evaporated
  3. customchromatographed (silica gel, ethyl acetate/hexane)

Sources & evidence

ORD record
ord-9764eac20f124901843412a24af798d3
Source dataset
uspto-grants-1995_09
Patent number
US05447957

Reaction notes

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