ベンジルトリメチルアンモニウムトリブロミド

概要

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Benzyltrimethylammonium tribromide (BTMA Br3), a stable solid brominating agent, can be prepared by the reaction of benzyltrimethylammonium chloride with sodium bromate and hydrobromic acid in aqueous solution. In this article, the useful synthetic applications of BTMA Br3 are described. The reactions of aromatic compounds such as phenols, aromatic amines, aromatic ethers and acetanilides with BTMA Br3 in dichloromethane-methanol at room temperature give easily bromo-substituted products in good yields, respectively. On the reaction of arenes with BTMA Br3, electrophilic.bromination occurs in acetic acid in the presence of zinc chloride, and benzylic brominatlon proceeds in refluxing benzene in the presence of AIBN. Furthermore, BTMA Br3 reacts with acetyl derivatives to give dibromoacetyl derivatives, and with alkenes to give 1, 2-dibromo adducts.
社団法人有機合成化学協会の論文