1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution
1,3-dihydroxybenzene-2-13C: Its preparation and reaction with chlorine and bromine in aqueous solution
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1,3-二羟基苯-2-13C：其制备以及与氯和溴在水溶液中的反应
DOI：
10.1002/jlcr.2580200211
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发表时间：
1983
影响因子：
1.8
通讯作者：
J. Hornig
中科院分区：
文献类型：
--
作者：
S. D. Boyce;A. Barefoot;J. Hornig
通过5-氧代己酸甲酯-6-1,3 C与甲醇钠的分子内Claisen缩合反应合成了1，3-环己二酮-2-1,3 C。酮酯原料的形成涉及用同位素烯丙基标记的格氏试剂甲基-13 C碘化镁处理混合的二羧酸酐。碳-1,3标记的环己二酮在钯/碳催化剂上脱氢产生1，3-二羟基苯-2-1,3 C。二羟基苯在水溶液中的氯化和溴化产生同位素标记的氯仿和溴仿，每个具有丰富的碳-13含量相当于的有机底物。
1,3-cyclohexanedione-2-13C was prepared by intramolecular Claisen condensation of methyl 5-oxohexanote-6-13C with sodium methoxide. Formation of the ketoester starting material involved treatment of a mixed dicarboxylic anhydride with an isotopicallylabelled Grignard reagent, methyl-13C magnesium iodide. Dehydrogenation of carbon-13 labelled cyclohexanedione over a palladium/carbon catalyst produced 1,3-dihydroxybenzene-2-13C. Chlorination and bromination of dihydroxybenzene in aqueous solution yielded isotopically-labelled chloroform and bromoform, each having enriched carbon-13 contents equivalent to that of the organic substrate.