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The Products from the Reaction of N-(2-Bromoallyl)-ethylamine with Sodium Amide

Bottini, Albert T. and Roberts, John D. (1957) The Products from the Reaction of N-(2-Bromoallyl)-ethylamine with Sodium Amide. Journal of the American Chemical Society, 79 (6). pp. 1462-1464. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20151021-100828337

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Abstract

The principal product obtained from N-(2-bromoallyl)-ethylamine and sodium amide in liquid ammonnia has been shown to be N-ethylallenimine (I) as proposed by Ettlinger and Kennedy rather than N-ethylallylideneamine (II). N-Ethyl-propargylamine (III) was also isolated in small yield from this reaction. (2-chloroallyl)-ethylamine with potassium amide in liquid ammonia.


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http://dx.doi.org/10.1021/ja01563a051DOIArticle
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Additional Information:© 1957 American Chemical Society. Received September 4, 1956. Supported in part by a grant from the National Science Foundation. National Science Foundation Predoctoral Fellow, 1954-1957. We are indebted to Dr. Martin Ettlinger for drawing this problem to our attention in advance of publication6 and suggesting the use of n-m-r spectra in its solution.
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NSF Predoctoral FellowshipUNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry2130
Record Number:CaltechAUTHORS:20151021-100828337
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151021-100828337
Official Citation:The Products from the Reaction of N-(2-Bromoallyl)-ethylamine with Sodium Amide Albert T. Bottini and John D. Roberts Journal of the American Chemical Society 1957 79 (6), 1462-1464 DOI: 10.1021/ja01563a051
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ID Code:61366
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:21 Oct 2015 18:52
Last Modified:21 Oct 2015 18:52

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