HCID 16876476, compound → HCID 23009098, compound

HRID 1974002Notes

Reaction equation

HRID 1974002 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1)=[O:6].[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:4]=1[CH:5]([OH:6])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1

Participants

5

Reactant 2

HCID 16876476HCID 16876476, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23009098HCID 23009098, compoundYield 63.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

100 g of 2,5-Dimethoxy-3'-nitrobenzophenone was dissolved in 1.3 liters of ethanol. With the addition of a 10% palladium on carbon catalyst, the solution was charged in an autoclave, and hydrogenated for 8 hours at 130° C with an initial hydrogen pressure of 100 kg/cm2. The filtrate obtained on removal of the catalyst was concentrated to obtain white crystals. Filtration and air drying provided 57 g of the subject compound, which had a melting point of 132° to 134° C.

Workup

  1. additionthe solution was charged in an autoclave
  2. customThe filtrate obtained on removal of the catalyst
  3. concentrationwas concentrated
  4. customto obtain white crystals
  5. filtrationFiltration and air
  6. customdrying

Sources & evidence

ORD record
ord-8ae78d4deb8f4f26aa47c286f9f7a615
Source dataset
uspto-grants-1976_12
Patent number
US03999991

Reaction notes

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