3-(苄氧基)-4-氧代-4H-吡喃-2-羧酸的合成工艺优化

Improved synthetic process of 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid

目的制备3-(苄氧基)-4-氧代-4H-吡喃-2-羧酸,并对其合成工艺进行优化。方法以麦芽酚为起始原料,经取代和加成反应制得3-(苯氧基)-2-(2-羟基-2-苯乙基)-4H-呋喃-4-酮,再经取代、消除、氧化制得3-(苄氧基)-4-氧代-4H-吡喃-2-羧酸。结果与结论反应总收率为77.90%,纯度为99.95%,该化合物的合成路线优化后具备操作简便、反应条件温和、原料易得等优点,更适合产业化。

An improved synthetic process of the key intermediate of 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid was described.The compound was prepared from 3-hydroxy-2-methyl-4H-pyran-4-one,after substitution with benzyl bromide,condensation reaction with benzaldehyde,followed by substitution and elimination reaction with thionyl chloride,then oxidation reaction with sodium periodate and sodium hypochlorite respectively to get the final product.The total yield of the process was 77.90%,and the purity was 99.95%.The starting materials and reagents are commercially available,and the process was easy to work up.