Hydrazine hydrate (1:1) → HCID 178470479, compound

HRID 44575Notes

Reaction equation

HRID 44575 reaction equation
[CH2:1]([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)[CH3:2].O.[NH2:19][NH2:20]>C(O)C>[CH2:1]([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][CH:9]=1)[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 44235432Ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)(oxo)acetate

Product 1

HCID 178470479HCID 178470479, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.2 g (5 mmol) of ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)(oxo)acetate were dissolved in 20 mL of ethanol and 25 mL (5.2 mmol) of hydrazine hydrate 98% were added dropwise. The solution was stirred at room temperature for 5 hours, then heated at 60° C. for further 5 hours. The solvent was removed in vacuo and the residue taken up with diethyl ether and the resulting precipitate collected by filtration giving 0.8 g of the title compound, that was employed in the next step without any further purification.

Workup

  1. temperatureheated at 60° C. for further 5 hours
  2. customThe solvent was removed in vacuo
  3. filtrationthe resulting precipitate collected by filtration

Sources & evidence

ORD record
ord-570cf764e18d4fcfa2f471c197fbdb8f
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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