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Eschweiler–Clarke reductive alkylation of amines

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Name Reactions

Abstract

Reductive methylation of primary or secondary amines using formaldehyde and formic acid. Cf. Leuckart–Wallach reaction.

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References

  1. (a) Eschweiler, W. Chem. Ber. 1905, 38, 880892. Wilhelm Eschweiler (18601936) was born in Euskirchen, Germany. (b) Clarke, H. T.; Gillespie, H. B.; Weisshaus, S. Z. J. Am. Chem. Soc. 1933, 55, 45714587. Hans T. Clarke (18871927) was born in Harrow, England.

    Google Scholar 

  2. Moore, M. L. Org. React. 1949, 5, 301330. (Review).

    Google Scholar 

  3. Pine, S. H.; Sanchez, B. L. J. Org. Chem. 1971, 36, 829832.

    Article  CAS  Google Scholar 

  4. Bobowski, G. J. Org. Chem. 1985, 50, 929931.

    Article  CAS  Google Scholar 

  5. Alder, R. W.; Colclough, D.; Mowlam, R. W. Tetrahedron Lett. 1991, 32, 77557758.

    Article  CAS  Google Scholar 

  6. Bulman Page, P. C.; Heaney, H.; Rassias, G. A.; Reignier, S.; Sampler, E. P.; Talib, S. Synlett 2000, 104106.

    Google Scholar 

  7. Harding, J. R.; Jones, J. R.; Lu, S.-Y.; Wood, R. Tetrahedron Lett. 2002, 43, 9487 9488.

    Article  CAS  Google Scholar 

  8. Brewer, A. R. E. Eschweiler–Clarke Reductive Alkylation of Amine. In Name Reactions for Functional Group Transformations; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2007, pp 86111. (Review).

    Google Scholar 

  9. Weis, R.; Faist, J.; di Vora, U.; Schweiger, K.; Brandner, B.; Kungl, A. J.; Seebacher, W. Eur. J. Med. Chem. 2008, 43, 872879.

    Article  CAS  Google Scholar 

  10. Waterman, K. C.; Arikpo, W. B.; Fergione, M. B.; Graul, T. W.; Johnson, B. A.; Macdonald, B. C.; Roy, M. C.; Timpano, R. J. J. Pharm. Sci. 2008, 97, 14991507.

    Article  CAS  Google Scholar 

  11. Sasikumar, M.; Nikalje, Milind D. Synth. Commun. 2012, 42, 30613067.

    Google Scholar 

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Li, J.J. (2014). Eschweiler–Clarke reductive alkylation of amines. In: Name Reactions. Springer, Cham. https://doi.org/10.1007/978-3-319-03979-4_98

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