Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Ketene and Its Derivatives. CV. Photoreaction of Diketene with sec-Alcohols
TETSUZO KATOMASAYUKI SATOYOSHINORI KITAGAWARENZO SATO
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1981 Volume 29 Issue 6 Pages 1624-1628

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Abstract
Irradiation of a solution of acetone and diketene in 2-propanol gave 4-(2-hydroxy-2-methylpropyl) oxetan-2-one (1) in 63% yield. 4-(2-Hydroxy-2-methylbutyl)- and 4-(2-hydroxy-2-ethylbutyl) oxetan-2-one (2 and 3) were similarly prepared. Treatment of compound 1 with hydrogen chloride in alcohol gave ethyl (E)-5-methyl-2, 4-hexadienoate (4). Ring transformation of the oxetanones (1 and 2) into pyranone derivatives was also investigated.
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© The Pharmaceutical Society of Japan
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