Potassium Hydroxide → HCID 22993847, compound

HRID 1167641Notes

Reaction equation

HRID 1167641 reaction equation
[CH2:1]1[O:21][C:20]2[C:3](=[CH:4][CH2:5][C:6]([O:22][CH3:23])([CH:19]=2)[CH2:7][CH:8]([C:14]([O:16]CC)=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:2]1.[OH-].[K+]>C(O)C.O>[CH2:1]1[O:21][C:20]2[C:3](=[CH:4][CH2:5][C:6]([O:22][CH3:23])([CH:19]=2)[CH2:7][CH:8]([C:14]([OH:16])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:2]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 22993846HCID 22993846, compound

Product 1

HCID 22993847HCID 22993847, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of the diethyl 2-(4,5-methylenedioxy-1-methoxybenyl)-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 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-dfff82d661c246aeaae03d5850d8da7d
Source dataset
uspto-grants-2003_09
Patent number
US06620826B2

Reaction notes

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