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

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

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。

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 retool, 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%.