摘要
以草酰乙酸二乙酯钠盐和间氟苯胺为原料,经亲核加成、环合两步反应,合成目标产物7-氟-4-氧代-1,4-二氢-2-喹啉羧酸乙酯,考察反应原料配比、反应温度、反应时间对产率的影响,确定最佳工艺条件.第1步反应在n(草酰乙酸二乙酯钠盐)∶n(间氟苯胺)=1∶1.6,反应时间为15 h,温度为55℃的条件下产率最高,为54.52%;第2步反应在反应温度为265℃,反应时间为15 min时产率最高,为79.88%.产品总收率为43.55%.目标产物结构以质谱和核磁共振氢谱确证.
Ethyl 7-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate was prepared from sodium salt of diethyl 2-oxosuccinate and 3-fluoroaniline via nucleophilic addition reaction and cyclization.The effects of the proportion of raw materials,reaction temperature and reaction time on the yield of the product were analyzed,and optimum process conditions were determined.The first step reached the highest yield at temperature 55 ℃,reaction time 15 h and n（sodium salt of diethyl 2-oxosuccinate）∶n（3-fluoroaniline）=1∶1.6,and its yield reached 54.52 %.The second step reached the highest yield at temperature 265 ℃,reaction time 15 min,and its yield reached 79.88 %.The total yield was 43.55 %.The structure of target product was confirmed by MS and 1H-NMR.
出处
《沈阳化工大学学报》
CAS
2010年第2期110-112,共3页
Journal of Shenyang University of Chemical Technology
基金
沈阳化工学院博士启动基金(200807)
