ethyl (4-amino-3-oxo-3H-isobenzofuran-1-ylidene)-acetate → Ethyl (4-amino-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-acetate

HRID 2112073Notes

Reaction equation

HRID 2112073 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:17])[O:5][C:6]2=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]>CO.[Pd]>[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:17])[O:5][CH:6]2[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 1

HCID 86606182ethyl (4-amino-3-oxo-3H-isobenzofuran-1-ylidene)-acetate

Product 1

HCID 12778359Ethyl (4-amino-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

120 mg (0.51 mmol) ethyl (4-amino-3-oxo-3H-isobenzofuran-1-ylidene)-acetate are dissolved in 50 ml of methanol and combined with 50 mg palladium on activated charcoal (10% Pd). The reaction mixture is hydrogenated for 3 h at 2 bar H2 pressure and 25° C. Then the catalyst is filtered off and the solvent is eliminated in vacuo.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-0f713e65252f4773878dec59e1f5996e
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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