Hydrochloric Acid → Acetic acid, 2-chloro-, 2-chloro-2-oxoethyl ester

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Reaction Steps

The reactant chloroacetoxyacetyl chloride was prepared by the following intermediate step. A solution was made by mixing 127 grams (g) of chloroacetyl chloride and 57 g of glycolic acid. This mixture was refluxed for two hours. When the evolution of hydrogen chloride ceased the mixture was stripped. The residue was then refluxed for two hours with thionyl chloride. The product was distilled under a water aspirator and fractioned between 105° and 115° C. A yield of 48 g (37%) was obtained. The structure was confirmed by IR, NMR, and mass spectrometry.

Provenance & Evidence