微波辐射下1,2-双酰氧基-1,2-双(2-呋喃基)乙烯(糠偶姻双酯)的合成

分别以吡啶和三乙胺为催化剂,在传统加热和微波辐射两种条件下对5种目标产物进行了合成,其中目标产物Ⅱ、Ⅳ和Ⅴ经科技查新证实均属国内外文献未公开报道的新型化合物,其新颖性已为教育部科技查新工作站(吉林大学查新检索咨询中心)的200604311212号《科技查新报告》所证实。以吡啶为催化剂,目标产物产率由传统加热下的61.6%提高到微波辐射下的81.6%,反应时间缩短为传统的1/100;以三乙胺为催化剂,目标产物产率由传统加热下的75.2%提高到微波辐射下的94.4%,反应时间缩短为传统的1/15。通过元素分析、MS谱、1HNMR谱对所合成的目标产物分别进行了全面的表征,证实了其分子结构。并对5种目标产物进行了紫外测试,得出其最大吸收峰在315 nm左右。实验结果表明:当糠偶姻的用量为20 mmol时,最适宜反应条件为:n(糠偶姻)∶n(酰氯)=1∶2.2,有机碱三乙胺的用量为25 mL,微波工作功率为240 W,辐射时间10 min,产率94%以上。

Synthesis of 1,2-Diacyloxy-1,2-difuryl(2)-ethylene under Microwave Irradiation

The target products were synthesized in the presence of pyridine and triethylamine as catalysts under traditional calefaction and microwave irradiation.With pyridine as catalyst,the yield was raised from 61.6%(under traditional calefaction) to 81.6%(under microwave irradiation),and the reaction time was decreased to 1/100 times.With triethylamine as catalyst,the yields raised from 75.2%(under traditional calefaction) to 94.4%(under microwave irradiation),and the reaction time was decreased to 1/15 times.By characterization with elementary analysis,MS and 1HNMR,the structural formula of 5 target products were distinctively demonstrated.Their max.UV absorbance were near 315 nm.The experimental results show the best synthesis conditions:furoin 20 mmol,n(furoin)∶n(acid chloride)=1∶2.2,triethylanine 25 mL,power of microwave 240 W and radiation time 10 min.Yields of the products were over 94%.