HCID 19008600, compound → HCID 19008596, compound

HRID 1742186Notes

Reaction equation

HRID 1742186 reaction equation
[Cl:1][C:2]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:23]([O-])=O)=[C:9]([CH:22]=1)[O:10][CH:11]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14]CC)=O>C(O)C.[Ni]>[Cl:1][C:2]1[CH:29]=[C:28]([C:30]([F:31])([F:33])[F:32])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[NH:23][C:12](=[O:14])[CH:11]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[O:10][C:9]=2[CH:22]=1

Participants

4

Reactant 1

HCID 19008600HCID 19008600, compound

Product 1

HCID 19008596HCID 19008596, compoundYield 53.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Diethyl 2-[5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrophenoxy]malonate (Reference compound IV-1) (2.0 g) was dissolved in ethanol (20 ml), and a hydrogenation was carried out, with addition of Raney nickel as the catalyst, at room temperature under normal pressure for 10 hours. The reaction mixture was filtered, the filtrate concentrated under a reduced pressure, and the residue obtained was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=3/1) to give 0.9 g of the title compound (colorless crystals).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under a reduced pressure
  3. customthe residue obtained
  4. customwas purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=3/1)

Sources & evidence

ORD record
ord-12b2433b941142f2a48e759cd3b9bdce
Source dataset
uspto-grants-1994_08
Patent number
US05338719

Reaction notes

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