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US 5,210,272 AGranted
Process for forming a fluoromethyl ketone
AssigneePrototek, Inc.
InventorJames T. Palmer
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Abstract
The preparation of magnesium benzyl fluoromalonate and other equivalent materials, the synthetic equivalents of the --CH.sub.2 F moiety, is described. Reaction between these reagents and the in situ-formed imidazolides of various carboxylic acids gives beta-keto-alpha-fluoroesters, which upon hydrogenation and spontaneous decarboxylation yields fluoromethyl ketones in excellent yields. The overall transformation from RCOOH to RCOCH.sub.2 F is thus illustrated.
Claims5
A method for forming a fluoromethyl ketone from a carboxylic acid which comprises the steps of
- a. converting the carboxylic acid to give the corresponding imidazolide,
- b. reacting the imidazolide with a magnesium fluoromalonate of the formula ##STR26## wherein X is --O-- or --S--, and
- R' is an a hydrogenatively cleavable group
- to yield the corresponding beta-keto-alpha-fluoroester of the carboxylic acid, and
- c. hydrogenating the beta-keto-alpha-fluoroester of the carboxylic acid thereby causing its decarboxylation and formation of the fluoromethyl ketone.
2 more elements
Dependencies are inferred from the claim text.