Potassium Carbonate → HCID 12811157, compound

HRID 1155716Notes

Reaction equation

HRID 1155716 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:15][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:13][C:12](=[O:21])[CH:11]=2)=[CH:6][CH:5]=1)([O-])=O.C(=O)([O-])[O-].[K+].[K+]>[C].[Pd].CN(C)C=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[O:15][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:13][C:12](=[O:21])[CH:11]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 12784910HCID 12784910, compound

Product 1

HCID 12811157HCID 12811157, compoundYield 56.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of ethyl 6-(4-nitrophenyl)-4H-pyran-4-one-2-carboxylate (59 g), 10% palladium-carbon (6 g), potassium carbonate (10 g) and dimethylformamide (400 ml) is shaken under hydrogen gas stream at room temperature under atmospheric pressure. After the reduction reaction is finished, the insoluble materials are removed by filtration, and thereto is added water. The precipitated crystals are collected by filtration to give ethyl 6-(4-aminophenyl)-4H-pyran-4-one-2-carboxylate (30 g). M.P. 190°-193° C.

Workup

  1. customAfter the reduction reaction
  2. customthe insoluble materials are removed by filtration
  3. additionis added water
  4. filtrationThe precipitated crystals are collected by filtration

Sources & evidence

ORD record
ord-1f3c6f99082f421e9264c0faa1310dcc
Source dataset
uspto-grants-1982_06
Patent number
US04332809

Reaction notes

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