无溶剂法合成杯[4]芳烯星形化合物

Solvent-Free Synthesis of Calix4resorcinarene Star Compound

以对苯二甲醛、乙酸酐为原料合成对苯二甲醛单缩醛,接着与间苯二酚反应,制备了含醛基杯[4]芳烯.利用季戊四醇与含醛基杯[4]芳烯反应,进而再与3-[4-(2,5-二氧杂环戊基)苯基]-9-[4-二(甲羰氧基)甲基苯基]-2,4,8,10-四氧杂螺环[5.5]十一烷反应,合成了杯[4]芳烯星形化合物,收率为65.2%.产品结构经IR,1HNMR,MS和元素分析进行了表征.

The p-phenylenedialdehyde mono-acetal was prepared by the reaction of p-phenylenedialdehyde with acetic anhydride in the presence of InBr3. The calix[4]resorcinarene was prepared using the p-phenylenedialdehyde mono-acetal and resorcinol as starting materials. By pestling pentaerythritol and calix[4]resorcinarene, and then pestling the intermediate and 3-[4-（dioxolan-2＇-yl）phenyl]-9-（4-diacetoxymethyl）phenyl-2,4,8,10-tetraoxaspiro[5.5]undecane, the calix[4]resorcinarenes star compound was synthesized under a solvent-free condition. After the pestling, the mixture was washed with water and recrystallised from the mixture of ethanol and acetone （V：V= 1：l）. The product and intermediates were characterized by IR, ^1H NMR, MS spectra and elemental analysis.