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Hydrogenation of 4-Phenylspinaceamines and Synthesis of 5-Benzylhistamines

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Abstract

4-Phenyl derivatives of spinaceamine and spinacine undergo mild catalytic hydrogenation under atmospheric pressure with cleavage of the C4ÄN5 bond to give 5-benzyl-substituted histamines and histidines. The process is likely to be facilitated by the double benzylic effect on the CÄN bond of the imidazole and benzene rings.

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Yutilov, Y.M., Abramyants, M.G. & Smolyar, N.N. Hydrogenation of 4-Phenylspinaceamines and Synthesis of 5-Benzylhistamines. Russian Journal of Organic Chemistry 37, 119–124 (2001). https://doi.org/10.1023/A:1012346021943

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