کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
68877 48525 2006 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
An industrially usable Pd-catalyzed carboalkoxylation of 1,2-dibromo-3,3,3-trifluoropropane to tert-butyl trifluoromethacrylate in the presence of an inorganic base
موضوعات مرتبط
مهندسی و علوم پایه مهندسی شیمی کاتالیزور
پیش نمایش صفحه اول مقاله
An industrially usable Pd-catalyzed carboalkoxylation of 1,2-dibromo-3,3,3-trifluoropropane to tert-butyl trifluoromethacrylate in the presence of an inorganic base
چکیده انگلیسی

Pd-catalyzed carboalkoxylation of 1,2-dibromo-3,3,3-trifluoropropane 1 with tert-butyl alcohol to provide tert-butyl trifluoromethacrylate was improved from a practical standpoint. The addition of an inorganic base, specifically Li2CO3, surmounted the previous disadvantages of low reactivity and selectivity. Li2CO3 not only accelerated the reaction drastically but also suppressed the further reaction of the methacrylate and alcohol completely. It is suggested that the role of Li2CO3 is to stabilize an acylpalladium tert-butoxide intermediate, while HBr and/or H+ were scarcely abstracted from the substrates by Li2CO3. Research on the optimal conditions resulted in a satisfactory yield (ca. 70%) of tert-butyl trifluoromethacrylate under mild conditions (CO 10 atm, 100 °C and 15 h) in ethyl acetate solvent with 0.05 mol% PdCl2(PPh3)2. This carboalkoxylation was also usable for other bulky alcohols.

Pd-catalyzed carboalkoxylation of 1,2-dibromo-3,3,3-trifluoropropane with tert-butyl alcohol to provide tert-butyl trifluoromethacrylate was improved from a practical standpoint. The addition of an inorganic base, specifically Li2CO3, surmounted the previous disadvantages of low reactivity and selectivity. Li2CO3 not only accelerated the reaction drastically but also suppressed the further reaction of the methacrylate and alcohol completely. Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Catalysis A: Chemical - Volume 258, Issues 1–2, 2 October 2006, Pages 152–158
نویسندگان
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