HCID 54088374, compound → HCID 12616213, compound

HRID 217293Notes

Reaction equation

HRID 217293 reaction equation
[CH3:1][O:2][C:3]([CH2:5][C:6]1[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9])=[O:4].[H][H]>C(OCC)(=O)C.CO.[Pd]>[CH3:1][O:2][C:3]([CH2:5][C:6]1[CH:15]=[C:14]([NH2:16])[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9])=[O:4]

Participants

6

Reactant 2

HCID 54088374HCID 54088374, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12616213HCID 12616213, compoundYield 84.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Methyl 2-methoxycarbonylmethyl-4-nitrobenzoate (1.74 g, 6.87 mmol) was dissolved in a mixed solvent of ethyl acetate and methanol under nitrogen atmosphere, and then 10% palladium ddcarbon (30 w/w %) was added thereto. After replacing nitrogen gas with hydrogen gas, the reaction solution was stirred at room temperature overnight. The palladium catalyst was removed by Celite filtration, followed by washing with ethyl acetate. The filtrate and washing solution were combined together, and concentrated under reduced pressure to give the title compound (1.30 g, 84%).

Workup

  1. customThe palladium catalyst was removed by Celite filtration
  2. washby washing with ethyl acetate
  3. washThe filtrate and washing solution
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6403ab72b73846498293d6e29db02ed1
Source dataset
uspto-grants-2012_06
Patent number
US08193351B2

Reaction notes

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