无水四丁基氟化铵室温氟代脱硝合成对硝基氟苯  

Synthesis of p-Nitrofluorobenzene by Fluorodenitration Using Anhydrous Tetrabutylammonium Fluoride at Room-temperature

作　　者：胡玉锋[1] 吕春绪[1] 罗军[1] 

机构地区：[1]南京理工大学化工学院,江苏南京210094

出　　处：《精细化工》2011年第8期829-832,共4页Fine Chemicals

摘　　要：以对二硝基苯(PDNB)为反应底物,以高活性的无水四丁基氟化铵(TBAFanh.)为氟化剂,经氟代脱硝法一步合成了对硝基氟苯(PNFB),研究了溶剂用量、原料摩尔比、反应时间、反应介质以及氟化剂种类等因素对反应的影响。得出最佳合成工艺条件为:n(PDNB)∶n(TBAFanh.)=1∶1.2,TBAFanh.30 mmol、PDNB 25 mmol、无水四氢呋喃(THF)10 mL、于室温反应1.5 h,对硝基氟苯收率可达98.5%,色谱纯度99.0%以上。并在优化条件下进行了3次平行实验,重复性良好。反应具有条件温和、产物收率高和副反应少等优点。The synthesis of p-nitrofluorobenzene（PNFB） was successfully carried out via the fluorodenitration process in one step by using p-dinitrobenzene（PDNB） as substrate and highly effective anhydrous tetrabutylammonium fluoride（TBAFanh.） as fluorinating agent.The effects of the volume of solvent,material molar ratios,reaction time,kinds of solvents and fluorinating agents on the reaction were studied in detail.The optimum reaction conditions were as follows：the mole ratio of PDNB to TBAFanh.was 1∶1.2,and when 30 mmol of TBAFanh.and 25 mmol of p-dinitrobenzene were simply stirred together in an 10 mL of THF anhydrous solution at room-temperature for 1.5 h,the yield of p-nitrofluorobenzene was 98.5% and the purity was above 99.0%.Under these conditions,the parallel reaction was carried out for three times,with no obvious decrease of repeatability.The nucleophilic fluorinating method has the advantages of surprisingly mild reaction conditions,high yields and little side reactions.

关 键 词：无水四丁基氟化铵 对二硝基苯 对硝基氟苯 氟代脱硝 精细化工中间体 

分 类 号：TQ203[化学工程—有机化工] O621.25[理学—有机化学]