Potassium Hydroxide → HCID 22131251, compound

HRID 1586029Notes

Reaction equation

HRID 1586029 reaction equation
CO[C:3]1[CH:20]=[C:19]2[O:21][CH2:22][O:23][C:18]2=[CH:17][C:4]=1[CH2:5][CH:6]([C:12]([O:14]CC)=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8].[OH-].[K+]>C(O)C.O>[CH2:10]([O:9][C:7]([CH:6]([CH2:5][C:4]1[CH:3]=[CH:20][C:19]2[O:21][CH2:22][O:23][C:18]=2[CH:17]=1)[C:12]([OH:14])=[O:13])=[O:8])[CH3:11]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 22131260HCID 22131260, compound

Product 1

HCID 22131251HCID 22131251, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of the diethyl 2-(2-methoxy-4,5-methylenedioxybenyl)-malonate (20.0 g, 0.066 mol) of in ethanol (50 ml) was added a solution of potassium hydroxide (3.5 g, 0.066 mol) in water (25 ml). The solution was stirred at reflux for 6 h. After concentrating the aqueous layer was washed with ether and acidified with concentrated HCl to pH 1 and extracted with ethyl acetate. The organic extracts were dried (Na2SO4) and concentrated to afford the title compound as a yellow solid (17.3 g, 89%).

Workup

  1. temperatureat reflux for 6 h
  2. concentrationAfter concentrating the aqueous layer
  3. washwas washed with ether
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic extracts were dried (Na2SO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ca29d5069a5c4985a647748469a5304e
Source dataset
uspto-grants-1999_08
Patent number
US05942516

Reaction notes

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