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صفحه اصلی
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بیست و نهمین کنفرانس شیمی آلی ایران
Selective Esterification of α-Haloacetic acids to Desired α-Halo esters over the catalysis of Amberlyst®-15
نویسندگان :
Ahmad Nikseresht ( دانشگاه پیام نور ) , Leila Matin ( دانشگاه پیام نور ) , Masoud Mohammadi ( دانشگاه ایلام )
کلید واژه ها :
α-Halo esters،Amberlyst® 15،Haloacetic acid،Heterogeneous catalyst،Esterification
چکیده مقاله :
α-Halo esters are a class of organic compounds that contain a halogen atom attached to the carbon adjacent to the carbonyl group in an ester. These compounds are versatile synthetic intermediates widely used in organic synthesis for the preparation of various complex molecules [1]. However, the synthesis of α-halo esters presents several challenges, including achieving selectivity for the desired regioisomer, managing the reactivity of the α-halogenated carbonyl compounds with nucleophiles, and addressing compatibility issues with sensitive functional groups [2]. In this study, we used Amberlyst®-15 as an efficient, cost-effective, and recyclable strong acid catalyst for the selective etherification of a wide variety of haloacetic acids, without any Williamson ether by-product formation, by employing an excess amount of different alcohols. The α-halo ester derivatives were obtained through a one-pot condensation of linear alcohols and haloacetic acids under green conditions, resulting in short reaction times and excellent yields (Scheme 1). Furthermore, we assessed the stability of the Amberlyst®-15 catalyst during these reactions by conducting FT-IR, XRD, EDAX, SEM, TEM and BET analyses. The results demonstrated that the Amberlyst®-15 catalyst remained completely stable throughout the reactions and could be reused for up to eight cycles of reaction.
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