【摘要】 以对苯醌和乙酸酐为起始原料,浓硫酸为催化剂,在常温常压下经Thiele反应生成1,2,4-苯三酚三乙酸酯;然后以浓硫酸为催化剂和脱水剂,将1,2,4-苯三酚三乙酸酯与苹果酸经Pechmann反应生成6,7-二羟基色烯-2-酮;再与3-氯环氧丙烷环合最终生成目标化合物2-羟甲基-2,3-二氢-1,4-二噁英并[2,3-g]色烯-7-酮,总收率为43.7%(以对苯醌计)。目标化合物的结构经IR、1H NMR和MS初步确证。该合成路线具有操作简单,反应条件温和、选择性高、成本低、环境友好。更多还原

【Abstract】 Benzene-1,2,4-triol triacetate(3) was synthesized from the reaction of p-benzoquinone and acetic anhydride through Thiele reaction with concentrated sulfuric acid as the catalyst. Then 3 was reacted with malic acid with concentrated sulfuric acid as the catalyst through Pechmann reaction to give 6,7-dihydroxy-2H-chromen-2-one(2). Finally, 2 was reacted with epichlorohydrin to provide the target compound 2,3-dihydro-2-hydroxymethyl-1,4-dioxino[2,3-g]chromen-7-one(1). The structure of 1 was characterized with IR,1H NMR and MS spectra.更多还原