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	2012/11
形態種別	学術雑誌
査読	査読あり
標題	Synthesis of Carboxylic Acids, Esters, Alcohols, and Ethers Containing a Tetrahydropyran Ring Derived from 6-Methyl-5-hepten-2-one
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 Chemeists' Society
巻・号・頁	61(11),pp.631-640
著者・共著者	Yohko Hanzawa, Kahoko Hashimoto, Yoshio Kasashima, Yoshiko Takahashi, Takashi Mino, Masami Sakamoto, Tsutomu Fujita
概要	The 3-hydroxy acids, 3-hydroxy-3,7-dimethyloct-6-enoic acid (1) and 3-hydroxy-2,2,3,7-tetramethyloct-6-enoic acid (2), were prepared from 6-methyl-5-hepten-2-one, and they were subsequently used to prepare (2,6,6-trimethyltetrahydropyran-2-yl)acetic acid (3) and 2-methyl-2-(2,6,6-trimethyltetrahydropyran-2-yl)propanoic acid (4), respectively, via cyclization with an acidic catalyst such as boron trifluoride diethyl etherate or iodine. The reaction of carboxylic acids 3 and 4 with alcohols, including methanol, ethanol, and 1-propanol, produced the corresponding methyl, ethyl, and propyl esters, which all contained a tetrahydropyran ring. Reduction of carboxylic acids 3 and 4 afforded the corresponding alcohols. Subsequent reaction of these alcohols with several acyl chlorides produced novel esters. The alcohols also reacted with methyl iodide and sodium hydride to provide novel ethers.
ISSN	1345-8957