Synthesis of 1-Acetamido-2-acetyladamantane |
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| Authors: | Koval'skaya S S Kozlov N G Dikusar E A |
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| Institution: | (1) Institute of Physicorganic Chemistry, Belarussian National Academy of Sciences, Minsk, 220072, Belarus |
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| Abstract: | The triple bond of 2-ethynyl-2-adamantanol virtually did not hydrolyze under Kucherov reaction conditions in aqueous ethanol and methanol. In aqueous acetic acid arose a mixture of 2-acetyl-2-adamantanol and its acetate. In good yield the 2-acetyl-2-adamantanol was obtained by Kucherov reaction in aqueous THF. This alcohol with acetonitrile under conditions of Ritter's reaction (catalysis with sulfuric acid) afforded a mixture of 1-acetamido-2-acetyl-, 1-acetamido-4-cis- and 1-acetamido-4-trans-acetyladamantanes in 8:1:1 ratio. |
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