YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
アルキルビニルエーテルおよびその誘導体を利用する諸反応について (第8報)
塩素を含有する一, 二の化合物の合成
小林 英二奥野 健三湯沢 淳雄佐藤 芳春
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1962 年 82 巻 3 号 p. 457-459

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Reaction of vinyl ether and acrolein to form 2-alkoxy-3, 4-dihydro-2H-pyran and introduction of chlorine in the cold, in the presence of sodium carbonate and alcohol, afforded 2, 6-dialkoxy-3-chlorotetrahydropyran in ca. 72% yield. Its oxidation with nitric acid gave 2-chloroglutaric acid in 74% yield. Reaction of vinyl ether and carbon tetrachloride, with benzoyl peroxide as a catalyst, and acetalization of its product gave 3, 3, 3-trichloropropionaldehyde acetal. Catalytic reduction of this acetal over palladium-charcoal in ammonia alkalinity afforded 3, 4-dichloro-1, 1, 6, 6-tetraalkoxy-3-hexene. 3, 3, 4, 4-Tetrachloro-1, 1, 6, 6-tetraälkoxyhexane was also obtained from this reaction according to the amount of ammonia used.

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