Hydrazine hydrate (1:1) → HCID 178470478, compound
Reaction equation
C([O:3][C:4]1[C:5](=O)[CH:6]([C:10](=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:8][CH:9]=1)C.O.[NH2:19][NH2:20]>C(O)C>[O:3]=[C:4]1[C:5]2[NH:20][N:19]=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]=2[CH2:7][CH2:8][CH2:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1 g (4.2 mmol) of ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)(oxo)acetate were dissolved in 10 mL of ethanol, 0.21 mL of hydrazine hydrate were added and the solution stirred at reflux for a day. The solvent was then evaporated and the residue redissolved with dichloromethane. The organic layer was washed with water, dried over Na2SO4 and concentrated. The crude was triturated with diethyl ether and filtered to give (70% yield) the title compound.
Workup
- temperatureat reflux for a day
- customThe solvent was then evaporated
- dissolutionthe residue redissolved with dichloromethane
- washThe organic layer was washed with water
- dry with materialdried over Na2SO4
- concentrationconcentrated
- customThe crude was triturated with diethyl ether
- filtrationfiltered
Sources & evidence
- ORD record
- ord-577f48fcde2f4bdf885592401a7391e3
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08541429B2
Reaction notes
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