Potassium Carbonate → HCID 86668441, compound

HRID 2040926Notes

Reaction equation

HRID 2040926 reaction equation
[F:1][CH:2]([F:5])[CH2:3]Cl.[C:6]1(=[O:12])[NH:10][C:9](=[O:11])[CH2:8][CH2:7]1.C(=O)([O-])[O-].[K+].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[F:1][CH:2]([F:5])[CH2:3][N:10]1[C:6](=[O:12])[CH2:7][CH2:8][C:9]1=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11439SuccinimideHCID 2736499Chlorodifluoroethane (mixed isomers)

Product 1

HCID 86668441HCID 86668441, compoundYield 117.8%

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Conditions

Temperature
120 °C

Procedure

An amount of 204.9 g (1.9 mol) of 2,2-difluoro-1-chloroethane, 3.22 g (9.9 mmol) of tetra(n-butyl)ammonium bromide and 20 g (0.19 mol) of succinimide are treated with 83.6 g (0.599 mol) of potassium carbonate. The reaction mixture is stirred in an autoclave under pressure at 120° C. for 16 h. After the end of the reaction, cooling is carried out to ambient temperature and the reaction mixture is subsequently filtered. The filter residue is washed with dichloromethane and the solvent is removed under vacuum. An amount of 36.5 g of 1-(2,2-difluoroethyl)pyrrolidine-2,5-dione with a purity of 85% is obtained. This corresponds to a yield of 95% of theory.

Workup

  1. customAfter the end of the reaction
  2. temperaturecooling
  3. customis carried out to ambient temperature
  4. filtrationthe reaction mixture is subsequently filtered
  5. washThe filter residue is washed with dichloromethane
  6. customthe solvent is removed under vacuum

Sources & evidence

ORD record
ord-e697a3ea1123450fb313bfd95dd20ad6
Source dataset
uspto-grants-2013_11
Patent number
US08580973B2

Reaction notes

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