カサシマ ヨシオ   YOSHIO KASASHIMA
  笠嶋 義夫
   所属   千葉工業大学  創造工学部 教育センター(創造工学部)
   職種   教授
言語種別 英語
発行・発表の年月 2013/01
形態種別 学術雑誌
査読 査読あり
標題 Reaction of Carboxylic Acids with Vinyl Ethers under Solvent-free Conditions Using Molecular Iodine as a Catalyst
執筆形態 共著
掲載誌名 Journal of Oleo Science
掲載区分国内
出版社・発行元 Japan Oil Chemists' Society
巻・号・頁 62(1),pp.29-38
著者・共著者 Yohko Hanzawa, Yoshio Kasashima, Kahoko Hashimoto, Tatsuhiro Sasaki,
Keita Tomisaki, Takashi Mino, Masami Sakamoto, Tsutomu Fujita
概要 The reaction of vinyl ethers with carboxylic acids using iodine as a catalyst under solvent-free conditions was investigated. The reaction of saturated carboxylic acids with vinyl ethers gave the corresponding esters. Mechanistic studies revealed the production of the adduct of the vinyl ether with the carboxylic acid, which then rearranged to form the ester. At low temperatures, the reaction of 2-(1-hydroxycyclohexyl)acetic acid (1) and butyl vinyl ether yielded a butyl ester. However, at a reaction temperature of 80 C, both the esterification and the elimination of a water molecule occurred, yielding the unsaturated butyl ester butyl 2-cyclohexenylacetate. A ganma-hydrogen was abstracted to form the endo-type double bond in the reaction of 1.
ISSN 1347-3352