Ethyl 4-nitrophenylglyoxylate → HCID 20525885, compound

HRID 1702678Notes

Reaction equation

HRID 1702678 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:5]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10](=[O:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 522372Ethyl 4-nitrophenylglyoxylate

Product 1

HCID 20525885HCID 20525885, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 10 g. of ethyl p-nitrophenylglyoxylate in 10.0 ml. of ethanol is hydrogenated at room temperature and atmospheric pressure with 10% palladium-on-carbon catalyst until the starting material has disappeared by thin-layer chromatographic analysis. The system is purged with nitrogen, the reaction mixture is filtered through a celite pad and the solvent is evaporated. Recrystallization of the residue provides ethyl p-aminophenylglyoxylate.

Workup

  1. customis hydrogenated at room temperature
  2. customThe system is purged with nitrogen
  3. filtrationthe reaction mixture is filtered through a celite pad
  4. customthe solvent is evaporated
  5. customRecrystallization of the residue

Sources & evidence

ORD record
ord-1a0169b5279549f78ccf71d00547cc08
Source dataset
uspto-grants-1982_09
Patent number
US04348399

Reaction notes

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