HCID 131720122, compound → HCID 131720123, compound

HRID 2258025Notes

Reaction equation

HRID 2258025 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([C:20]3[CH:28]=[CH:27][C:23]4[O:24][CH2:25][O:26][C:22]=4[CH:21]=3)[CH:11]([N+:17]([O-])=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1.[H][H]>C(OCC)(=O)C.CO.[Pd]>[NH2:17][CH:11]([CH:10]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)[C:20]1[CH:28]=[CH:27][C:23]2[O:24][CH2:25][O:26][C:22]=2[CH:21]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

6

Reactant 2

HCID 131720122HCID 131720122, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131720123HCID 131720123, compoundYield 67.1%

Reagents, catalysts & solvents 3

HCID 887MethanolCatalystHCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The nitro compound of Example 18 (2.1 g, 5.42 mmol) is dissolved in 50 mL of ethyl acetate aided by a few drops of methanol. A catalytic amount of 20% palladium-on-carbon is added and the reaction mixture is stirred under one atmosphere of hydrogen at room temperature for 2 hours. The catalyst is removed by filtration through Celite and washed with ethyl acetate. The solvent is evaporated to provide 1.3 g (67%) of product as a thick oil;

Workup

  1. customThe catalyst is removed by filtration through Celite
  2. washwashed with ethyl acetate
  3. customThe solvent is evaporated

Sources & evidence

ORD record
ord-11c24f1f5e5b4972b794292892225657
Source dataset
uspto-grants-1997_08
Patent number
US05658943

Reaction notes

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