Carbonylation of Bromobenzyl Bromide Catalyzed by Co2(CO)8(Ⅱ). Selective Synthesis of Alkyl(alkoxymethyl)benzoate 


Vol. 35,  No. 1, pp. 90-95, Feb.  1991


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  Abstract

할로벤질 할라이드의 선택적 카르보닐화에 대한 방법을 검토하였다. 알킬(알콕시메틸)벤조에이트는 한 반응기에서 두 반응에 의해 완성되며, 일차로 알코올 용매하에서 알콕시 음이온을 할로벤질 할라이드와 반응시키면, 알킬 할로벤질 에테르가 Williamson ether 합성법에 의해 얻어진다. 이차로 Na2CO3, CH3I 및 Co2(CO)8을 첨가하고, 일산화탄소 기류하에서 반응시키면, 알릴할라이드 부분이 카르보닐화되어 알킬(알콕시메틸)벤조에이트를 높은 수득률로 얻을 수 있었다. A method for the selective syntheses of alkyl (alkoxymethyl)benzoates from halobenzyl halides by two steps in one pot process is described. In the first step, benzyl halide moiety is etherified with alkoxide anion in alcohol by Williamson ether process. In the second step, aryl halide moiety is carbonylated to give alkyl (alkoxymethyl)benzoate with alcohol, Na2CO3, CH3I, and carbon monoxide (1 atm) in the presence of a catalytic amount of Co2(CO)8 in excellent yield.

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  Cite this article

[IEEE Style]

S. C. Shim, C. H. Doh, Y. Z. Youn, C. S. Cho, B. W. Woo, D. H. Oh, "Carbonylation of Bromobenzyl Bromide Catalyzed by Co2(CO)8(Ⅱ). Selective Synthesis of Alkyl(alkoxymethyl)benzoate," Journal of the Korean Chemical Society, vol. 35, no. 1, pp. 90-95, 1991. DOI: .

[ACM Style]

Sang Chul Shim, Chil Hoon Doh, Young Zoo Youn, Chan Sik Cho, Byung Won Woo, and Dae Hee Oh. 1991. Carbonylation of Bromobenzyl Bromide Catalyzed by Co2(CO)8(Ⅱ). Selective Synthesis of Alkyl(alkoxymethyl)benzoate. Journal of the Korean Chemical Society, 35, 1, (1991), 90-95. DOI: .

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ISSN(Print) 1017-2548
ISSN(Online) 2234-8530