Ethylenediamine → HCID 22494176, compound

HRID 1816611Notes

Reaction equation

HRID 1816611 reaction equation
[CH2:1]([C:3](=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([CH2:16][C:17](=[O:27])[NH:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[CH:9]=1)[C:4]([O-:6])=[O:5])[CH3:2].[CH2:28](N)[CH2:29]N.[H][H]>C(O)C.C(OCC)(=O)C.[C].[Pd]>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][CH:3]([CH2:1][CH3:2])[C:4]([O:6][CH2:28][CH3:29])=[O:5])=[CH:9][C:10]=1[CH2:16][C:17](=[O:27])[NH:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[Cl:26]

Participants

7

Reactant 3

HCID 3301EthylenediamineHCID 73989472HCID 73989472, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22494176HCID 22494176, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.9 g of 2-ethyl-3-(4-methoxy-3-{2-oxo-2-[2,4-dichloroanilino]ethyl}phenyl)-2-propenoate was dissolved in 15 ml ethanol and 15 ml ethyl acetate, and 0.6 g of palladium-carbon poisoned with ethylene diamine was added. The reaction solution was stirred at room temperature for 5 hours in a hydrogen atmosphere, and then the palladium-carbon was filtered off, and the solvent was evaporated. The residue was purified by silica gel column chromatography, to give 0.44 g of ethyl 2-(4-methoxy-3-{2-oxo-2-[2,4-dichloroanilino]ethyl}benzyl)butanoate as a colorless oil.

Workup

  1. additionwas added
  2. filtrationthe palladium-carbon was filtered off
  3. customthe solvent was evaporated
  4. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e0cb80f482494e9eb44ce4e0acc7ef86
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

Loading…