分别通过选择二氯甲烷和四氢呋喃为溶剂,使在含有两个活性羟基的4-硝基-2′,4′-二羟基偶氮苯（镁试剂）与对氯甲基苯甲酰氯的酯化反应中,镁试剂发生选择性的对位羟基取代,得到4-硝基-2′-羟基-4′-对氯甲基苯甲酰氧基偶氮苯。用1H-NMR证实了产物结构。结果表明,在含有分子内氢键的镁试剂参与的选择性酯化反应中,二氯甲烷比四氢呋喃更适合作反应溶剂,产率从15%提高到40%。
By using tetrahydrofuran and dichloromethane as solvents,4-nitro-2′-hydroxy-4′-(chloromethyl) benzoyl-oxy-azobenzene was synthesized through selective contrapuntal hydroxyl replacement during the esterification of 4-nitro-2′,4′-dihydroxy azobenzene(magnesium reagents containing two active hydroxyl-groups) with 4-(chloromethyl) benzoyl chloride.The esterification productivity was significantly high using dichloromethane as the reaction solvent relative to that when using tetrahydrofuran.The structure of the products was confirmed by 1H-NMR experiment.The result shows that dichloromethane is a more suitable solvent than tetrahydrofuran for this esterification which the intramolecular hydrogen bonding within the A4-nitro-2′,4′-dihydroxy azobenzene took part in.1H-NMR also suggests that the productivity increases from 15% to 40% by changing the solvent from.tetrahydrofuran to dichloromethane.
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