Phenylhydrazine → Ethyl 2-oxo-3-methylbutanoate phenylhydrazone

HRID 2185681Notes

Reaction equation

HRID 2185681 reaction equation
[O:1]=[C:2]([CH:8]([CH3:10])[CH3:9])[C:3]([O:5][CH2:6][CH3:7])=O.[C:11]1([NH:17][NH2:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[C:11]1([NH:17][N:18]=[C:3]([O:5][CH2:6][CH3:7])[C:2](=[O:1])[CH:8]([CH3:10])[CH3:9])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 88406Ethyl 3-methyl-2-oxobutyrate

Product 1

HCID 69968089Ethyl 2-oxo-3-methylbutanoate phenylhydrazone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of ethyl 2-oxo-3-methylbutanoate (23.76 g) and phenylhydrazine (25 ml) was heated at 60° C. in toluene for about one hour, during which time a slight vacuum was used in order to remove the water. After removing the solvent, the residue was chromatographed on silica gel, using a 4/1 petroleum ether/ethyl acetate mixture as eluent, in order to give the desired product in the form of a yellow oil.

Workup

  1. customto remove the water
  2. customAfter removing the solvent
  3. customthe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-f183a834167141ccb68fc4662055c045
Source dataset
uspto-grants-2002_06
Patent number
US06403561B1

Reaction notes

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