Author(s)

Hidetoshi Yamamoto^1*, Masahiro Komeda¹, Ayana Ozaki¹, Michinori Sumimoto¹, Kenji Hori¹, Tsunemi Sugimoto²

¹Graduate School of Science and Engineering, Yamaguchi University, Ube, Japan.
²Ube Laboratory, Ube Industries, Ltd, Ube, Japan.

Beckmann rearrangements of oximes to lactams often require harsh conditions and/or the use of large amounts of acid catalyst. To reduce the amount of Bronsted acid required, and to avoid the formation of a large amount of undesirable byproducts under mild reaction conditions, a low environmental load process was developed. Beckmann rearrangements of cyclohexanone oxime and cyclooctanone oxime were achieved using a combination of a Bronsted acid and cobalt tetra-fluoroborate hexahydrate. Various Bronsted acid catalysts (10 - 20 mol%) were used to obtain the corresponding lactams in high yields at 80℃.

Beckmann Rearrangement, Cycloalkanone Oximes, Lactam, Cobalt Catalysts, Brønsted Acids

Yamamoto, H. , Komeda, M. , Ozaki, A. , Sumimoto, M. , Hori, K. and Sugimoto, T. (2015) Low Environmental Load Process for the Beckmann Rearrangement of Cycloalkanone Oximes by Brønsted Acid Catalyst with Cobalt Salts. International Journal of Organic Chemistry, 5, 147-152. doi: 10.4236/ijoc.2015.53016.