摘要
以对氟苯酚为原料,经甲基化、溴化和格氏反应3步合成标题化合物,含量99.073%(HPLC),总收率约57%,产物结构通过1HNMR和IR验证。其中溴化反应的最佳条件为n(对氟苯甲醚)∶n(水)=1∶55,n(对氟苯甲醚)∶n(溴素)=1∶1.30,反应温度为25℃;格氏反应的最佳反应条件为n(2-溴-4-氟苯甲醚)∶n(镁)∶n(硼酸三丁酯)=1.0∶1.1∶1.6,其中酯化一步的温度控制在-10℃左右,滴加格氏试剂的速率控制在400 mL/h左右。该法具有反应条件温和、生产成本低和有利于工业化生产等特点。
5-Fluoro-2-methoxyphenylboronic acid was synthesized by using p-fluorophenol,which subjected to methylation,bromination and Grignard reaction with an overall yield of 57% and purity of 99.073%(HPLC).The structure was confirmed by 1HNMR and IR.The optimized conditions by bromination were: n(p-fluoroanisole) ∶ n(water) = 1 ∶ 55,n(p-fluoroanisole) ∶ n(Br2) =1∶ 1.30,temperature,25 ℃;the optimized conditions by Grignard reaction were: n(2-bromo-4fluoroanisole) ∶ n(Mg) ∶ n(tributyl borate) = 1.0 ∶ 1.1 ∶ 1.6,temperature of esterification,-10 ℃,rate of adding Grignard reagent,400 mL / h.This method has mild reaction condition,low cost and is suitable for production in industrial scale.
出处
《化学试剂》
CAS
CSCD
北大核心
2013年第2期178-182,共5页
Chemical Reagents
基金
江苏省教育厅高校"青蓝工程"学术带头人培养对象资助项目(2012)
关键词
对氟苯酚
5-氟-2-甲氧基苯硼酸
甲基化
溴化
格氏反应
p-fluorophenol
5-fluoro-2-methoxyphenylboronic acid
methylation
bromination
grignard reaction
