- 3-溴甲基苯甲酸甲酯呈白色粉末,可用于配制香精,也用作纤维素酯、纤维素醚、树脂、橡胶等的中间体。
- 制备
在25℃下,向3-溴甲基苯甲酸(1 g,4.6 mmol)在甲醇(20 mL)中的溶液中滴加亚硫酰氯(1.1 g,9.3 mmol)。将反应混合物回流1小时,减压除去甲醇,得到粗粘性物质。粗物质用乙酸乙酯稀释,用水洗涤,用硫酸钠干燥。减压蒸发乙酸乙酯,得到淡黄色油状3-溴甲基苯甲酸甲酯(1.0g,94.0%),产率(1.0 g,94%)。
3-溴甲基苯甲酸甲酯在工业上可用作有机合成中间体、溶剂、香料。具有浓郁的冬青油和尤南迦油香气,用于配制香水香精和人造精油。同时3-溴甲基苯甲酸甲酯也大量用于食品中。此外,其还可以用作纤维素醚、纤维素酯、合成树脂和橡胶的溶剂和聚酯纤维的助染剂。在香料方面多用于人造依兰香料的调合和皂用香精,并用以配制玫瑰型香精。还可在显微分析中作溶剂。
合成路线 1(1. 合成:1129-28-8)
产率:95%
合成条件:With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 70℃;
实验步骤:将30mL CCl4将7.9g间甲基苯甲酸酯溶于干燥的100mL三颈烧瓶中,将AIBN(偶氮二异丁腈)0.23g,9.36gNBS(溴代琥珀酰亚胺)三次加入反应体系中(以约2-3小时的间隔加入),加热至 70,从最终黄色到橙色到白色的系统反应,TLC跟踪(洗脱液:环己烷:乙酸乙酯= 5)反应几乎完成,过滤除去琥珀酰亚胺和未反应的溴代琥珀酰亚胺,得到的滤液旋转 蒸发,得到11.5g黄色油状产物,收率95%。
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