Sulfuric Acid → Diethyl (2,3,4-trifluorobenzoyl)malonate

Participants

Reaction Steps

3.6 g (0.148 mol) of magnesium filings are introduced into 8.1 ml of ethanol, the reaction is started up using a few drops of carbon tetrachloride, and a solution of 21.8 g (0.136 mol) of diethyl malonate in 15 ml of ethanol and 58 ml of toluene is subsequently added dropwise in such a manner that the internal temperature is between 50 and 60° C. Stirring is subsequently continued for one hour at 60° C. A solution of 27.6 g (0.15 mol) of 2,3,4-trifluorobenzoyl chloride in 15.4 ml of toluene is added dropwise at -10° to -5° C., and stirring is continued for one hour at 0° C. and subsequently overnight, allowing the mixture to come to room temperature. The batch is poured into 60 ml of ice-water, treated with 9.7 ml of concentrated sulphuric acid and extracted using toluene. The toluene phase is washed with saturated sodium chloride solution and the solvent is removed in vacuo.

Provenance & Evidence