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以3,4-亚甲基二氧苯甲醛为起始原料,经缩合、氯化和1,3-偶极环加成三步反应合成3-(3,4-亚甲基二氧苯基)-5-苯基异噁唑啉(3),其中第一、二步反应分别得到相应的肟(1)和氯代肟(2),第三步经氯代肟与三乙胺反应生成的腈氧化合物再与苯乙烯发生1,3-偶极环加成生成异噁唑啉。研究了三乙胺的用量和反应温度对反应的影响,在较好条件下,以氯代肟为基准,第三步1,3-偶极环加成得3-(3,4-亚甲基二氧苯基)-5-苯基异噁唑啉(3)的收率为92%。
Using 3,4-methylenedioxybenzaldehyde as starting material, 3- (3,4-methylenedioxyphenyl ) -phenylisoxazoline (3), in which the first and second steps give the corresponding oxime (1) and chlorooxime (2), respectively, and the third step is the reaction of chlorooxime with triethylamine Of the nitrile oxygen compounds with styrene 1,3-dipolar cycloaddition generated isoxazoline. The effect of the amount of triethylamine and the reaction temperature on the reaction was studied. Under the better conditions, based on the chlorooxime, the third step of 1,3-dipolar cycloaddition gave 3- (3,4-methylene Yl dioxyphenyl) -5-phenylisoxazolines (3) in a yield of 92%.