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Study on the Reactivity of Mixed Carboxylic Palmitic Anhydrides via the Esterification Reaction Using Heterogeneous Catalyst
Letters in Organic Chemistry ( IF 0.8 ) Pub Date : 2024-01-11 , DOI: 10.2174/0115701786271328231207092337
Marwa Derbel 1 , Iteb Trabelsi 1 , Kamel Essid 1
Affiliation  

Lipid esters are prepared from mixed fatty anhydrides by esterification. These esters are high-value-added intermediates used in industrial applications. We describe the synthesis and characterization of esters using salicylic acid and mixed anhydrides with zinc oxide as catalysts. To achieve maximum reaction efficiency, we varied the mixed anhydride and studied some parameters in the reaction, such as the molar ratio (anhydride/alcohol) and the amount of catalyst. The esterification reaction was realized with some primary and secondary alcohols in the presence of resin Amberlyst- 15. The best yield of the palmitic ester was obtained in the case of mixed 4-chlorobenzoic palmitic anhydride. We obtained 53% of fatty ester. Moreover, we also studied the reactivity of certain mixed anhydrides for the esterification reaction of salicylic acid in the presence of a Lewis acid as a heterogeneous catalyst. The anhydrides were prepared in the presence of triethylamine in the organic solvent by a reaction between fatty acid and acid chloride. Mixed aromatic palmitic were more reactive and selective than the aliphatic anhydrides. The palmitic group was the most involved in acylation. Good yields of fatty esters were obtained with total conversion of mixed anhydrides.

中文翻译:

多相催化剂酯化反应混合羧基棕榈酸酐的反应活性研究

脂质酯是由混合脂肪酸酐通过酯化反应制备的。这些酯是工业应用中使用的高附加值中间体。我们描述了使用水杨酸和混合酸酐以及氧化锌作为催化剂的酯的合成和表征。为了实现最大的反应效率,我们改变了混合酸酐并研究了反应中的一些参数,例如摩尔比(酸酐/醇)和催化剂的量。在树脂Amberlyst-15存在下,用一些伯醇和仲醇实现了酯化反应。在混合4-氯苯甲酸酐的情况下,棕榈酸酯的收率最高。我们获得了53%的脂肪酸酯。此外,我们还研究了在路易斯酸作为非均相催化剂存在下,某些混合酸酐对水杨酸酯化反应的反应性。在三乙胺存在下,在有机溶剂中通过脂肪酸和酰基氯之间的反应制备酸酐。混合芳香族棕榈酸比脂肪族酸酐更具反应性和选择性。棕榈酸基团参与酰化作用最多。通过混合酸酐的完全转化,获得了良好的脂肪酯产率。
更新日期:2024-01-11
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