Acetone → HCID 86650087, compound

HRID 2390766Notes

Reaction equation

HRID 2390766 reaction equation
C(O[C:4](=[O:10])[C:5]([O:7][CH2:8][CH3:9])=[O:6])C.[CH3:11][C:12]([CH3:14])=[O:13].[Na:15]>C(O)C>[OH:10][C:4](=[CH:11][C:12](=[O:13])[CH3:14])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[Na:15]

Participants

5

Reactant 3

HCID 180AcetoneHCID 7268Diethyl OxalateHCID 5360545Sodium

Product 1

HCID 86650087HCID 86650087, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of diethyloxalate (81 mL, 0.66 mol) and acetone (45 mL, 0.66 mol) was slowly added over 2-3 hours a solution of sodium metal (15.0 g, 0.66 mol) in absolute ethanol (330 mL) and condensation was allowed to occur with stirring at room temperature for 4 hours. The precipitate thus formed was filtered, washed with ethanol and dried to afford the title compound as a bright yellow solid (103.5 g, 87%).

Workup

  1. additionwas slowly added over 2-3 hours
  2. customThe precipitate thus formed
  3. filtrationwas filtered
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-6bde273bb7cb41eba95001d782a16d64
Source dataset
uspto-grants-2012_09
Patent number
US08273880B2

Reaction notes

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