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Please login to access the full content or check if you have access via48.1.3.1.1.1 Variation 1: Reduction with Zinc–Hydrochloric Acid in an Aqueous Solution
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Wicha, J., Science of Synthesis, (2009) 48, 100.
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]
Meeeee 8 Meeeeeeee ee Meeeeee eeee Meee ee Meeeeee Meeeeeeeeeee Meee[88,88]
Meeeeeeeeeee Meeeeeeee
8-Meeee-8,8-eeeeeeeeeeeeeeeeee-8,8,8(8M,8M,8M)-eeeeee (8); Meeeeee Meeeeeeee:[88]
M eeee ee 8-eeeeee-8,8-eeeeeeeeeeeeeeeeee-8,8,8(8M,8M,8M)-eeeeee (8; 8.88 e, 88 eeee) ee eeeee ee MMe (88 eM) eee eeeeee eeeee ee eeeeeeeeee ee Me eeee (8 e) ee M8M (88 eM). Mee eeeeeee eee eeeeeeeeee eeeeeee ee ee eee 88 eee eee eeee eeeeeeeee eeee MMMe8 (8 × 88 eM). Mee eeeeeeee MMMe8 eeeeeeee eeee eeeee (Me8MM8) eee eee eeeeeee eee eeeeeeeeee. Mee eeeeeee eee eeeeeeeeeeee [MeMM (88 eM)]; eeeee: 8.88 e (88%).
8-(8-Meeeeee)eeeeeeee Meee (8); Meeeeee Meeeeeeee:[88]
MMMMMMM: Meeeeee(MM) eeeeeeee ee e eeeeee ee eeeeeeeee eee ee eeeee ee eeee eeeeeee. Meee eeeeee ee eeeeeeeeeeeee ee eeeee eeeee eeeee ee eeeeeee.
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References
[29] | Meeeee, M. M.; Meeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[30] | Meeeee, M. M.; Meeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 8e, 88.
- 8.Meeeee-Meee, (8888) M 8e8, 888.