Acetic Acid → HCID 84819403, compound

HRID 537348Notes

Reaction equation

HRID 537348 reaction equation
Cl([O-])=[O:2].[Na+].C(O)(=[O:7])C.[C:9]([O:17][CH2:18][CH3:19])(=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(OCC)(=O)C>[OH2:2].[O:7]=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:9]([O:17][CH2:18][CH3:19])=[O:16]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7761Diethyl MalonateHCID 23668197Sodium Chlorite

Product 1

HCID 84819403HCID 84819403, compoundYield 131.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a 100 mL four-necked flask equipped with a mechanical stirrer, a dropping funnel and a thermometer, 49.6 g (0.137 mole) of 25% sodium chlorite aqueous solution, and then 2.6 mL (0.046 mole) of acetic acid were slowly added. The pH in the reaction system was pH 4.4. Furthermore, 10 g (0.062 mole) diethyl malonate was slowly added under room temperature, and then the mixture was stirred under room temperature for 3 hours, and then 49 mL ethyl acetate was added to the reaction system to separate the liquids. The organic layer was separated, and ethyl acetate was distilled off under reduced pressure, to give 11.6 g of diethyl ketomalonate hydrate (melting point: 54.6 to 56.9° C.) (97% yield rate).

Workup

  1. customTo a 100 mL four-necked flask equipped with a mechanical stirrer, a dropping funnel
  2. customto separate the liquids
  3. customThe organic layer was separated
  4. distillationethyl acetate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-7cda06955f08486f9c7f1e98295c7db6
Source dataset
uspto-grants-2014_10
Patent number
US08859803B2

Reaction notes

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