Ethanol → 2,2-Difluoromalonic acid, disodium salt

HRID 1828883Notes

Reaction equation

HRID 1828883 reaction equation
[OH-].[Na+:2].C(O)C.[F:6][C:7]([F:18])([C:13]([O:15]CC)=[O:14])[C:8]([O:10]CC)=[O:9]>O>[F:6][C:7]([F:18])([C:13]([O-:15])=[O:14])[C:8]([O-:10])=[O:9].[Na+:2].[Na+:2]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 260648Diethyl 2,2-difluoromalonate

Product 1

HCID 865941232,2-Difluoromalonic acid, disodium salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Sodium hydroxide (0.90 g, 0.022 mol) was dissolved in 5 mL water followed by dilution with 25 mL ethanol and the solution was heated to 60° C. Diethyl difluoromalonate (2 g, 0.01 mol) was then added to the stirred reaction mixture. A white precipitate formed immediately. The mixture was stirred for another 45 min while maintaining the temperature at 60° C. The fine white precipitate was collected and dried at 45° C. for 18 h. Yield 1.84 g (99%).

Workup

  1. customA white precipitate formed immediately
  2. temperaturewhile maintaining the temperature at 60° C
  3. customThe fine white precipitate was collected
  4. customdried at 45° C. for 18 h

Sources & evidence

ORD record
ord-f265a8c0e2d7434bbb37bf6f77a56b8f
Source dataset
uspto-grants-2006_06
Patent number
US07060818B2

Reaction notes

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