Sodium borohydride → HCID 22993846, compound

HRID 1167640Notes

Reaction equation

HRID 1167640 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)[CH:7]=[C:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:2]1.[BH4-].[Na+]>C(O)C>[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][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:2]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22993835HCID 22993835, compound

Product 1

HCID 22993846HCID 22993846, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the diethyl 2-(4,5-methylenedioxy-1-methoxybenylidene)-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-ddd5d52a3ff8429fb99ad7776a3aab97
Source dataset
uspto-grants-2003_09
Patent number
US06620826B2

Reaction notes

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