Acetyl chloride → HCID 20447343, compound

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Reaction Steps

0.5 ml of triethylamine catalyst are added to a mixture of 6.0 g (0.05 moles) of 3-fluorobenzaldehyde and 4.5 g (0.05 moles) of nitroethanol. The mixture is stirred for one hour and then allowed to stand at 0° C. for 72 hours. 15 g (0.15 moles) of acetic anhydride are added under stirring to the resulting crude 1-(3-fluorophenyl)-2-nitro-1,3-propanediol, and then 2 ml of acetyl chloride are added dropwise to the mixture. The mixture is stirred at 50° C. for 2 hours and then poured onto 100 g of ice under stirring. The resulting oily product starts to crystallize within about 15 minutes. The crude product is separated from the water, dissolved in 50 ml of chloroform, the solution is washed acid-free with ice-cold water, decolourized with activated carbon, filtered, and the solvent is evaporated under reduced pressure. 10.8 g (72%) of the title compound are obtained; m.p.: 94° C.

Provenance & Evidence