蒎酸二酰基双去氢枞基双噁二唑的合成与表征

Synthesis and Characterization of Pinic Acid Diacyl-didehydroabietyl-bis-oxadiazole

摘要: 以歧化松香中提取的去氢枞酸为原料,经酰化得到去氢枞酸酰氯。以松节油的主要成分α-蒎烯为原料,经过蒎酮酸、蒎酸、蒎酸二乙酯得到蒎酸二酰肼。蒎酸二酰肼与去氢枞酸酰氯在相转移催化剂的作用下反应,得到N,N'-二去氢枞基取代蒎酸二酰肼,再经三氯氧磷脱水环合,得到蒎酸二酰基双去氢枞基双噁二唑。初步探讨合成条件,通过元素分析、IR、MS、1H NMR和13C NMR对所合成的化合物进行了结构表征。

Abstract: Dehydroabietic acid chloride was prepared from dehydroabietic acid which was isolated and purified from disproportionated rosin. Pinic acid dihydrazide was synthesized using α-pinene as raw material via pinonic acid, pinic acid and pinic acid diethyl esters. Pinic acid dihydrazide could readily react with dehydroabietic acid chloride under phase transfer catalysis to afford N,N'-didehydroabietyl pinic acid dihydrazide. Pinic acid diacyl-didehydroabietyl-bis-oxadiazole was synthesized by cyclization of N,N'-didehydroabietyl pinic acid dihydrazide with POCl3. The synthetic conditions were studied and the target compound was characterized by elemental analysis, IR, MS, 1H NMR and 13C NMR.