Reactions of Potassium Iron Carbonylate with Olefins and Alkyl Halides

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概要

• 論文の詳細を見る

• Potassium iron carbonylate, KHFe(CO)<SUB>4</SUB>, reacted with ethyl acrylate, crotonate, 3-butenoate, styrene, and α-olefins at 40–70°C under an atmosphere of carbon monoxide. Methylmalonate was selectively obtained from the acrylate by treatment of the reaction mixture with an alcoholic iodine and hydrogen chloride solutions. Dipotassium iron carbonylate, K<SUB>2</SUB>Fe(CO)<SUB>4</SUB>, reacted with β-bromopropionate to give mainly methylmalonate. Isomerization of β-ethoxycarbonylpropionyliron carbonylate to the α-isomer occurred readily in contrast to isomerization of acylcobalt carbonyl. Both crotonate and 3-butenoate gave ethylmalonate as a major product and methylsuccinate and glutarate as minor ones. The results suggest that α-ethoxycarbonylbutyliron carbonylate is more predominant than the corresponding β- and γ-isomers in equilibrium state. This is in striking contrast to the case of acylcobalt carbonyl. Styrene yielded two isomeric aldehydes, α- and β-phenylpropionaldehydes. Ethyl caproate and enanthate were obtained from 1-pentene and 1-hexene, respectively in poor yield.

• 公益社団法人 日本化学会の論文

著者

• Masada Hiromitsu

  Department Of Chemistry And Chemical Engineering Faculty Of Technology Kanazawa University

• Watanabe Yoshihisa

  Department Of Basic Geriatrics Graduate School Of Medical Science Kyoto Prefectural University Of Medicine

• Takegami Yoshinobu

  Department of Fuel Chemistry Faculty of Engineering Kyoto University

• Suga Sohei

  Department of Industrial Chemistry, Faculty of Technology, Kanazawa University

• Masada Hiromitsu

  Department of Industrial Chemistry, Faculty of Technology, Kanazawa University

• Mizuno Mitsuyuki

  Department of Industrial Chemistry, Faculty of Technology, Kanazawa University

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