Hydrazine hydrate (1:1) → HCID 178470478, compound

HRID 875130Notes

Reaction equation

HRID 875130 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]1

Participants

4

Reactant 2

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

Product 1

HCID 178470478HCID 178470478, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 g (4.2 mmol) of ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)(oxo)acetate were dissolved in 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

  1. additionwere added
  2. temperatureat reflux for a day
  3. customThe solvent was then evaporated
  4. dissolutionthe residue redissolved with dichloromethane
  5. washThe organic layer was washed with water
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. customThe crude was triturated with diethyl ether
  9. filtrationfiltered

Sources & evidence

ORD record
ord-6f7c32decceb45e1ba6ec11efe1e63b2
Source dataset
uspto-grants-2015_03
Patent number
US08981089B2

Reaction notes

Loading…