摘要
2-硝基-5-苄氧基甲苯是有机中间体,可以进一步采用Reissert法合成吲哚类化合物。以间甲酚为原料,采用一步硝化法,先0℃以下亚硝化,再程序升温至45℃氧化得到4-硝基间甲酚粗品。产品精制后收率为76.5%,高于两步硝化法的收率52%。探索了苄基三乙基氯化铵、四丁基溴化铵、OP-10、聚乙二醇200和聚乙二醇600等几种相转移催化剂对该步反应收率的影响。聚乙二醇600的相转移催化作用明显,精制后产品收率在89%以上。4-硝基间甲酚与氯化苄在乙醇钠作催化剂的条件下制备2-硝基-5-苄氧基甲苯,收率为86.9%。合成2-硝基-5-苄氧基甲苯的总收率达77%以上。通过熔点、红外和气质联用对产品进行了表征。
The 5-benzyloxy-2-nitrotoluene is an organic intermediate to prepare indoles by Reissert indole synthesis. 4-Nitro-m-cresol was synthesized from m-cresol by means of one-step nitration, firstly nitrosation at the temperature lower than 0 ℃, then oxidation at 45 ℃ by means of programmed temperature. The yield of 4-nitro-m-cresol after purification was 76.5% higher than two-step nitration which was 52%. Benzyl triethyl ammonium chloride, tetrabutyl ammonium bromide, OP-10, polyethylene glycol 200, polyethylene glycol 600, etc. , these phase transfer catalysts＇ effect on the yield of this step was researched. Polyethylene glycol 600 showed good phase transfer catalytic effect; the yield after purification was above 89%. 4-Nitro-m-cresol and benzyl chloride, with sodium ethylate as the catalyst, synthesized 5-benzyloxy-2-nitrotoluene, the yield was 86.9%. The overall yield of the synthesis of 5-benzyloxy-2-nitrotoluene was above 77 %. The product was characterized by melting point, IR and GC-MS.
出处
《江苏工业学院学报》
2007年第1期1-4,共4页
Journal of Jiangsu Polytechnic University
