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The Reactions of 3-Phenyl-1-propylamine-1-^(14)C and 3-(p-Methoxyphenyl)-1-propylamine-1-^(14)C with Nitrous Acid

Fort, Arthur W. and Roberts, John D. (1956) The Reactions of 3-Phenyl-1-propylamine-1-^(14)C and 3-(p-Methoxyphenyl)-1-propylamine-1-^(14)C with Nitrous Acid. Journal of the American Chemical Society, 78 (3). pp. 584-590. ISSN 0002-7863. doi:10.1021/ja01584a020.

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3-Phenyl-l-propylamine-l-^(14)C reacts with nitrous acid in aqueous solution to give hydrocinnamyl alcohol, benzylmethyl-carbinol and allylbenzene. Under similar conditions, 3-(p-methoxyphenyl)-l-propylamine-l-^(14)C gives p-methoxyhydro-cinnamyl alcohol, p-methoxybenzylmethylcarbinol and p-,ethoxyallylbenzene. A negligible amount of isotope-position rearrangement attends the formation of the above products. The course of the reactions of 3-aryl-1-propylamines with nitrous acid discussed.

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Additional Information:© 1956 American Chemical Society. Received May 23, 1955. Supported in part by the program of research of the U. S. Atomic Energy Commission and the Petroleum Research Fund of the American Chemical Society. National Science Foundation Predoctoral Fellow, 1952-1954.
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Atomic Energy CommissionUNSPECIFIED
American Chemical Society Petroleum Research FundUNSPECIFIED
NSF Predoctoral FellowshipUNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry1996
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Official Citation:The Reactions of 3-Phenyl-1-propylamine-1-14C and 3-(p-Methoxyphenyl)-1-propylamine-1-14C with Nitrous Acid Arthur W. Fort and John D. Roberts Journal of the American Chemical Society 1956 78 (3), 584-590 DOI: 10.1021/ja01584a020
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61379
Deposited By: Ruth Sustaita
Deposited On:21 Oct 2015 19:10
Last Modified:10 Nov 2021 22:48

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