One step synthesis for alkyl 2-fluoroacrylates
AssigneeVifor (International) AG
InventorsQingwu Jin, Michael Whitacre
Life of this patent
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Abstract
A process is provided that results in an alkyl haloacrylate that is produced by reaction of a dialkyl or diaryl halomalonate with an aldehyde, preferably formalin or paraformaldehyde, and a base catalyst to produce an intermediate that is not isolated and is heated to produce the alkyl haloacrylate. This synthesis can be one pot, meaning it reacts in the same vessel and/or reaction mixture and does not require isolation of the intermediate, and provides an improved yield. In particular, a process is provided that results in an alkyl 2-fluoroacrylate.
Claims15
A process for preparing a fluoroacrylate compound comprising:
- contacting a compound corresponding to the structure of Formula 1A with paraformaldehyde or formalin to form a reaction mixture of paraformaldehyde or formalin and a compound corresponding to the structure of Formula 1A
- wherein each R1 group is independently alkyl or aryl;
- and
- heating the reaction mixture in the presence of a base to form a fluoroacrylate compound corresponding to the structure of Formula 2A
- wherein conversion of the compound corresponding to the structure of Formula 1A to the compound corresponding to the structure of Formula 2A occurs in the same reaction mixture or wherein the overall yield of the compound corresponding to the structure of Formula 2A is at least 75% based on the number of moles of the compound corresponding to the structure of Formula 1A;
- and
- wherein the base comprises lithium carbonate, sodium carbonate, potassium carbonate, rubidium carbonate, cesium carbonate, magnesium carbonate, calcium carbonate, strontium carbonate, barium carbonate, or a combination thereof.
Dependencies are inferred from the claim text.