CAJ | 학술논문

[目的]探讨二氢苯并呋喃衍生物的人工合成及其影响因素.[方法]以异香兰醛为原料,经过6步反应最终合成二氢苯并呋喃衍生物.[结果]在第1步反应中产物2-溴-3-羟基-4-甲氧基苯甲醛的收率为93.2%.在第2步反应中产物2-溴-3-甲酰基-6-甲氧基苯乙酯的收率为96.3%.在第3步反应中产物缩醛的收率为97.7%.在第4步反应中,以溴代苯和丙二酸二乙酯为原料,乙醇钠作强碱,CuBr作催化剂,六甲基磷酰三胺(HMPA)作溶剂,在氮气的保护下加热回流12 h,产物取代苯丙二酸二乙酯的收率为39.1%.在第5步反应中产物1-羟基-2-甲氧基-6-甲酰基苯乙酸的收率为95.6%.在第6步反应中产物二氢苯并呋喃衍生物为淡黄色固体,收率为65.2%,熔点为159～162 ℃.[结论]该研究为丹酚酸B及其类似物的合成奠定了理论基础.
[목적]탐토이경분병부남연생물적인공합성급기영향인소.[방법]이이향란철위원료,경과6보반응최종합성이경분병부남연생물.[결과]재제1보반응중산물2-추-3-간기-4-갑양기분갑철적수솔위93.2%.재제2보반응중산물2-추-3-갑선기-6-갑양기분을지적수솔위96.3%.재제3보반응중산물축철적수솔위97.7%.재제4보반응중,이추대분화병이산이을지위원료,을순납작강감,CuBr작최화제,륙갑기린선삼알(HMPA)작용제,재담기적보호하가열회류12 h,산물취대분병이산이을지적수솔위39.1%.재제5보반응중산물1-간기-2-갑양기-6-갑선기분을산적수솔위95.6%.재제6보반응중산물이경분병부남연생물위담황색고체,수솔위65.2%,용점위159～162 ℃.[결론]해연구위단분산B급기유사물적합성전정료이론기출.
[Objective] The purpose of the research was to discuss the artificial synthesis of dihydrobenzofuran derivative and its influencing factors. [Method] With 3-hydroxy-4-methoxybenzaldehyde as raw material, the dihydrobenzofuran derivative was synthesized through 6-step process finally. [Result] In the first-step reaction, the yield rate of the product 2-bromo-3-hydroxy-4-methoxybenzaldehyde was 93.2%. In the second-step reaction, the yield rate of the product 2-bromo-3-formyl-6-methoxyphenethyl ester was 96.3%. In the third-step reaction, the yield rate of the product acetal group was 97.7%. In the fourth-step reaction, with bromobenzene and diethyl malonate as raw materials, sodium ethoxide as strong base, CuBr as catalytic agent and HMPA as solvent, the yield rate of the product substituted phenyl diethyl malonate was 39.1% after heating reflux for 12 h under the protection of nitrogen gas. In the fifth-step reaction, the yield rate of the product 1-hydroxyl-2-methoxyl-6-formyl phenylacetic acid was 95.6%. In the sixth-step reaction, the product dihydrobenzofuran derivative was light yellow solid, its yield rate was 65.2% and its melting point was 159-162 ℃. [Conclusion] This research laid a theoretical foundation for the synthesis of salvianolic acid B and its analogues.