ChemicalBook CAS DataBase List METHYL 2-FLUOROACRYLATE

METHYL 2-FLUOROACRYLATE synthesis

7synthesis methods

Product Name:METHYL 2-FLUOROACRYLATE
CAS Number:2343-89-7
Molecular formula:C4H5FO2
Molecular Weight:104.08

55900-27-1
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Yield:2343-89-7 95%

Reaction Conditions:

with 2,6-di-tert-butyl-4-methyl-phenol;sodium phosphate in 1-methyl-pyrrolidin-2-one at 150; under 112.511 - 225.023 Torr;

Steps:

2

2. Preparation of methyl 2-fluoroacrylateAn amount of di-tert-butylhydroxytoluene (BHT) of 4 g (0.02 mol), 500 g of N-methylpyrrolidine (NMP) and 360 g (2.2 mol) of tribasic sodium phosphate are introduced into a sulfonation pan and the mixture is heated to 150° C. An amount of di-tert-butylhydroxytoluene (BHT) of 51 mg (2.2*10^-4mol) is introduced into the distillation receiver of the vertical recovery bend. A vacuum of 300 mbar is applied and the metered addition of a total of 287 g (98%, 2.0 mol) of methyl 3-chloro-2-fluoropropionate is begun. The metered addition is continued in the degree in which the methyl 2-fluoroacrylate is distilled over. When no more distillate stream passes over, the vacuum is lowered to 150 mbar. When no more product passes over even here, the pressure is raised by addition of nitrogen. The distillation bottoms are cooled and discharged via the bottom valve. The product is obtained after distillation as a colorless liquid (205 g, 95%, 1.87 mol, 93.5% yield).

References:

US2012/283468,2012,A1 Location in patent:Page/Page column 5