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    • 4. 发明授权
    • Process for preparing hydroxyalkylbenzocyclobutenes
    • 制备羟烷基苯并环丁烯的方法
    • US5349095A
    • 1994-09-20
    • US982213
    • 1992-11-25
    • P. J. ThomasR. Garth Pews
    • P. J. ThomasR. Garth Pews
    • C07C29/14C07C33/34C07C45/00C07C45/51C07C49/792
    • C07C49/792C07C29/14C07C33/34C07C45/004C07C45/513C07C2101/06
    • A process for preparing a substituted or unsubstituted 3- or 4-hydroxyalkylbenzocyclobutene compound comprises reducing a corresponding 3- or 4-formyl or ketobenzocyclobutene compound with a hydride at a temperature below that at which dimerization or oligomerization of the formyl- or ketobenzocycloutene compound or the thus-produced hydroxyalkylbenzocyclobutene compound is a significant side reaction, for a time sufficient to convert the formyl- or ketobenzocyclobutene compound to the hydroxyalkylbenzocyclobutene compound. In a two-step process, formylbenzocyclobutenes are prepared from bromobenzocyclobutenes in 90% yield or from benzocyclobutenes in a 70% yield, and then converted to hydroxymethylbenzocyclobutenes for an overall yield of about 85% from a bromobenzocyclobutene or of about 65% from a benzocyclobutene. In a two-step process, ketobenzocyclobutenes from bromobenzocyclobutene Grignard reagents and an N-alkanoyl- or N-aroyl-2-methylaziridine are converted to hydroxyalkylbenzocyclobutenes in high yields.
    • 取代或未取代的3-或4-羟基烷基苯并环丁烯化合物的方法包括在低于甲酰基或酮基苯并环丁烯化合物的二聚或低聚的温度下用氢化物还原相应的3-或4-甲酰基或酮基苯并环丁烯化合物或 因此产生的羟烷基苯并环丁烯化合物是足够将甲酰基或酮基苯并环丁烯化合物转化为羟烷基苯并环丁烯化合物的显着副反应。 在两步法中,甲酰基苯并环丁烯由90%产率的溴代苯并环丁烯或70%产率的苯并环丁烯制备,然后从溴代苯并环丁烯转化为羟甲基苯并环丁烯,总产率为约85%,或从苯并环丁烯转化为约65%。 在两步法中,来自溴苯并环丁烯格氏试剂和N-烷酰基或N-芳酰基-2-甲基氮丙啶的酮基苯并环丁烯以高产率转化为羟基烷基苯并环丁烯。