Ketene Acetals. XVII. The Alkylation and Acylation of Substituted Ketene Acetals
SM McElvain, RE Kent, CL Stevens
Index: McElvain; Kent; Stevens Journal of the American Chemical Society, 1946 , vol. 68, p. 1922,1924
Full Text: HTML
Citation Number: 7
Abstract
In the seveuth paper3 of this series it was shown that the methylene carbon of ketene diethylacetal (I) could be directly alkylated by heating the acetal with such halides as n-butyl bromide, allyl bromide and benzyl bromide. As would be expected, n-butyl bromide was the least reactive of these halides, and the conditions (seventy-two hours at 250') necessary to cause it to react were so drastic that only 13% of the alkylated product, ethyl caproate, was ...
Related Articles:
[Busch-Petersen, Jakob; Bo, Yunxin; Corey Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2065 - 2068]
[Donck, Simon; Baroudi, Abdulkader; Fensterbank, Louis; Goddard, Jean-Philippe; Ollivier, Cyril Advanced Synthesis and Catalysis, 2013 , vol. 355, # 8 p. 1477 - 1482]
[Hayasi,Y. et al. Bulletin of the Chemical Society of Japan, 1970 , vol. 43, p. 2506 - 2511]
[Yoshioka, Michikazu; Osawa, Haruhiko; Fukuzawa, Shinji Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 3 p. 877 - 879]