两步法合成间硝基苯甲醛

Two step synthesis of m-nitrobenzaldehyde

摘要:

间硝基甲苯与双氧水、氢溴酸在AIBN作用下，生成间硝基一溴苄和二溴苄，再经氧化水解生成间硝基苯甲醛。研究了溴化、氧化水解反应的影响因素，优化了反应条件。结果表明，溴化反应较佳的条件为：溴化温度60 ℃，溴化时间4 h，n (间硝基甲苯):n (氢溴酸):n (双氧水)=1:2.5:2.5，AIBN用量0.8 g；氧化水解反应较佳的条件为：氧化温度105 ℃，保温时间8 h，水解温度60 ℃，水解时间1 h。在此条件下，间硝基苯甲醛收率达58.6%，纯度达99.1%。通过IR和1HNMR对产物结构进行了确证。

Abstract:

M-nitrobenzyl bromide and 1-(dibromomethyl)-3-nitrobenzene, which were prepared with m-nitrotoluene, hydrogen peroxide and hydrobromic acid over AIBN, was oxided and hydrolyzed to produce m-nitrobenzaldehyde. Factors influencing bromination, hydrolysis and oxidization were studied. Under the optimal bromination conditions: bromonation temperature 60 ℃, bromination time 4 h, n(m-nitrotoluene) : n(HBr) : n(H2O2) 1:2.5:2.5, the amount of AIBN 0.8 g. Under the optimal oxidization and hydrolysis conditions: oxidization temperature 105 ℃, heat preservation time 8 h, hydrolysis temperature 60 ℃, hydrolysis time 1 h. The yield of m-nitrobenzaldehyde is 58.6%. Purity of product reaches 99.1%. The structure of the product was identified by IR and 1HNMR.