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Please login to access the full content or check if you have access via Variation 1: Reduction with Zinc–Hydrochloric Acid in an Aqueous Solution

DOI: 10.1055/sos-SD-048-00026

Wicha, J.Science of Synthesis, (200948100.

Zinc or amalgamated zinc can be used for the reduction of a carbonyl group to a methylene group in aqueous hydrochloric acid, as illustrated in Scheme 7. Thus, the acyl group in the barbituric acid derivative 1 is reduced to an ethyl group in compound 2 using zinc dust in concentrated hydrochloric acid at room temperature.[‌29‌] Thiophene-functionalized ketone 3 in the form of a powder is reduced with granulated amalgamated zinc in aqueous hydrochloric acid (ca. 20%) at room temperature. The oily product, butanoic acid 4, forms as a film on the zinc. The reaction is brought to completion by brief heating of the mixture.[‌30‌]

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