4-(5-甲酰基-2-甲氧基苯氧基)苯甲酸甲酯是活性天然产物双联苄全合成的重要中间体,本研究以对溴苯甲酸甲酯和异香兰素为原料,经过缩合反应生成标题化合物,并考查了催化剂、缩合剂、混合缩合剂的比例和反应时间等实验条件对反应产率的影响。结果表明,当催化剂为氧化铜,缩合剂为混合碳酸钙和碳酸钾时,反应产率较理想,其最佳投料比例为n(异香兰素):n(对溴苯甲酸甲酯):n(碳酸钙):n(碳酸钾):n(氧化铜)=1:1.05:0.4:1.6:0.3,反应时间为16h。
Methyl 4-( 5-formyl-2-methoxyphenoxy ) benzoate was one of the most important intermediate for the total synthesis of bishibenzyls, which is a series of natural products with versatile biological activities. In this work, methyl 4-( 5- formyl-2-methoxyphenoxy )benzoate was synthesized from methyl 4-bromobenzoate and iso-vanilline by condensation reaction, and the reaction conditions affecting the yield, such as catalyst,condensing agents, mixed condensing agents and reaction time had been screened. It was found that cupric oxide and the mixture of calcium carbonate with potassium carbonate was the best catalyst and condensing agent, respectively. The best material inputting ratio was proved as follows:n( isovanilline) : n ( methyl 4-bromobenzoate ) : n ( calcium carbonate) : n ( potassium carbonate ) : n ( cupric oxide ) = 1 : 1.05 : 0. 2: 0. 8: 0. 3 ,The reaction time is about 16 hours.