The Addition Reaction of Diethyl Acetamidomalonate Anion to Ethyl α, β-Dibromoacrylate, and the Base-catalyzed Reactions of the Adduct
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概要
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The addition reaction of diethyl acetamidomalonate anion to ethyl α, β-dibromoacrylate (I) and base catalyzed reactions of the adduct, diethyl 4-acetamido-2-bromo-4-carbethoxytrans-glutaconate (IIIb), were described. Addition of bromine to ethyl propiolate in carbon tetrachloride or acetic acid gave exclusively ethyl cis-α, β-dibromoacrylate (Ia). The reaction of both Ia and ethyl trans-α, β-dibromoacrylate (Ib) with diethyl acetamidomalonate anion gave the same product IIIb. Treatment of IIIb with sodium amide or potassium t-butoxide gave ethyl 2-bromo-3-(5-ethoxy-2-methyl-4-oxazolyl) acrylate (VIII). The reaction of IIIb with sodium ethoxide afforded diethyl 4-acetamido-4-ethoxy-trans-glutaconate (XVIII). The structures of VIII and XVIII were proved.
- 社団法人日本薬学会の論文
- 1969-12-25
著者
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中村 紀雄
New Lead Research Laboratories:sankyo Co. Ltd.
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岸田 有吉
Central Research Laboratories Sankyo Co. Ltd.
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中村 紀雄
Central Research Laboratories, Sankyo Co., Ltd.
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