Sodium borohydride → HCID 22131260, compound

HRID 365353Notes

Reaction equation

HRID 365353 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[C:19]2[O:21][CH2:22][O:23][C:18]2=[CH:17][C:4]=1[CH:5]=[C:6]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8].[BH4-].[Na+]>C(O)C>[CH3:1][O:2][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][CH2:15][CH3:16])=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 23291362HCID 23291362, compound

Product 1

HCID 22131260HCID 22131260, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the diethyl 2-(2-methoxy-4,5-methylenedioxybenylidene)-malonate (23.4 g, 0.073 mol) in ethanol (100 ml) was added sodium borohydride (2.8 g, 0.073 mol) and the mixture was stirred at rt for 5 h. The reaction was quenched with water and extracted with ethyl acetate (3×200 mL). The combined organic extracts were dried (Na2SO4) and evaporated to afford the title compound as an oil (20.3 g, 86%).

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with ethyl acetate (3×200 mL)
  3. dry with materialThe combined organic extracts were dried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-4203ecb2775f4293baa37548865f9a71
Source dataset
uspto-grants-2000_10
Patent number
US06127371

Reaction notes

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