Chlorotrifluoroethylene → HCID 14721524, compound

HRID 2372041Notes

Reaction equation

HRID 2372041 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[F:8][C:9]([F:13])=[C:10]([F:12])[Cl:11]>C1(C=CC(O)=CC=1)O>[CH3:3][C:2]1([C:1]([O:6][CH3:7])=[O:5])[CH2:4][C:9]([F:13])([F:8])[C:10]1([Cl:11])[F:12]

Participants

4

Reactant 2

HCID 6594ChlorotrifluoroethyleneHCID 6658Methyl Methacrylate

Product 1

HCID 14721524HCID 14721524, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 785HydroquinoneCatalyst

Conditions

Temperature
140 °C

Procedure

174 g (1.74 mol) of methyl methacrylate and 1.5 g of hydroquinone are initially introduced into an autoclave, and 200 g (1.74 mol) of trifluorochloroethylene are added at -70° C. 7 bar of nitrogen are injected, and the mixture is then heated to 140° C. The pressure which is established at this temperature is increased to 28 bar by injecting more nitrogen. The mixture is maintained at 140° C. for 17 hours and then allowed to cool, the pressure is released, and the mixture is distilled. In this process, 203 g (54% of theory) of methyl 1-methyl-2-chloro-2,3,3-trifluoro-cyclobutane-1-carboxylate are obtained in form of a liquid of boiling point 57° C. at 17 mbar.

Workup

  1. additionare added at -70° C
  2. temperatureis increased to 28 bar
  3. temperatureThe mixture is maintained at 140° C. for 17 hours
  4. temperatureto cool
  5. distillationthe mixture is distilled

Sources & evidence

ORD record
ord-adc7a8087f1748efb0a3f88a5e136f69
Source dataset
uspto-grants-1992_03
Patent number
US05097050

Reaction notes

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