Derivatization of carboxylic acids by reaction with 4'-bromophenacyl trifluoromethanesulfonate prior to determination by high-performance liquid chromatography.
Derivatization of carboxylic acids by reaction with 4'-bromophenacyl trifluoromethanesulfonate prior to determination by high-performance liquid chromatography.
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DOI：
10.1016/s0021-9673(01)97852-5
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发表时间：
1984
期刊：
影响因子：
--
通讯作者：
S. Ingalls;P. Minkler;C. Hoppel;J. Nordlander
中科院分区：
文献类型：
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作者：
S. Ingalls;P. Minkler;C. Hoppel;J. Nordlander
描述了4'-溴-2-羟基苯乙酮三氟甲磺酸酯（4'-溴苯甲酰三氟甲磺酸酯）在制备羧酸4'-溴苯甲酰酯衍生物中的用途，用于高效液相色谱中的分光光度检测。该试剂由 4'-溴-2-重氮苯乙酮与三氟甲磺酸在无水二氧化硫中反应制得，收率 66%，稳定期为 3-6 个月。 10−6M 羧酸 N,N-二异丙基乙基铵盐与该试剂在乙腈中在室温下的反应在 1-5 分钟内完成。当存在10倍当量过量的烷基化剂和5当量的N,N-二异丙基乙胺时获得最佳反应速率。该方法已成功应用于单、二、三羧酸和位阻羧酸。
The use of 4′-bromo-2-hydroxyacetophenone trifluoromethanesulfonate ester (4′-bromophenacyl triflate) in the preparation of carboxylic acid 4′-bromophenacyl ester derivatives for spectrophotometric detection in high-performance liquid chromatography is described. The reagent is prepared in 66% yield by the reaction of 4′-bromo-2-diazoacetophenone with trifluoromethanesulfonic acid in anhydrous sulfur dioxide and is stable for 3–6 months. Reactions of 10−6Mcarboxylate N,N-diisopropylethylammonium salts with this reagent in acetonitrile at room temperature proceed to completion in 1–5 min. Optimal rates of reaction are obtained with a 10-fold equivalent excess of alkylating agent and 5 equivalents of N,N-diisopropylethylamine present. The process has been applied successfully to mono-, di- and tricarboxylic and sterically hindered carboxylic acids.