摘要
2-萘甲醚(1)在无水AlCl3催化下与丙酰氯反应得6-甲氧基-2-丙酰萘(2),(2)在原甲酸三乙酯、硫酸下采用聚苯乙烯二醋酸碘苯催化进行1,2-芳基迁移重排得2-(2-(6-甲氧基萘基))丙酸乙酯(3),(3)在氢氧化钠水溶液中水解、酸化得萘普生(4)。总收率约47.4%(以2-萘甲醚计)。试验研究了影响合成2-(2-(6-甲氧基萘基))丙酸乙酯(3)的多种因素,如:硫酸的用量、原甲酸三酯的用量以及聚苯乙烯碘苯的回收利用。
2-Methoxynaphthalene (1) was reacted with propionyl chloride with AlCl3 as catalyst to gain 6-methoxy-2- propionylnaphthalene(2), (2) was treated with triethyl orthoformate in the presence of polystyrene(iodosodiacetate) to rearrange to 2-(6-methoxy-2-naphthalenyl)propanoic acid ethyl ester(3). Subsequent hydrolysis of (3) afforded naproxen. The overall yield based on 2-methoxynaphthalene was about 48 %. The factors affecting the reaction yield such as the amount of raw materials (sulfuric acid and triethyl orthoformate)and the reclaim of polystyreneiodobenzene were studied.
出处
《化学世界》
CAS
CSCD
北大核心
2006年第7期420-422,共3页
Chemical World
关键词
2-萘甲醚
聚苯乙烯二醋酸碘苯
萘普生
重排
2-methoxynaphthalene
polystyrene(iodosodiaeetate)
naproxen
rearrangement