愈创木酚和香兰素合成工艺研究.pdf

硕:仁论文愈刨木酚和香兰索合成工艺研究摘要本论文研究了以邻硝基氯苯为原料通过甲氧基化,液相加氢,重氮化和水解四步反应来制备愈创木酚的方法。重点研究了其中的甲氧基化反应,分别对传统两液相相转移催化体系( PTC systems)和三液相相转移催化体系( PTC systems)的催化剂、反应机理和最佳的反应条件进行了研究。研究表明:(1), 最佳反应条件为m(邻硝基氯苯):m州aOH):m(CH30H):m(TBTA)--1::1:,在70℃下反应8h。%。(2),最佳反应条件为m(邻硝基氯苯):m(NaOH):m(CH30H):rn(TBTA)=I::3:, V(有机相):V(水相)=40:50,在75℃下反应5h。在此反应条件下,%。(3)—L PTC, PTC加快了反应速率, 提高了产物选择性,实现了催化剂的回收再利用。研究了以愈创木酚为原料通过乙酰化,fries重排和氧化三步反应来制备香兰素的方法。重点研究了其中的氧化反应,研究表明:(1)CuS04对本反应催化活性较好,最佳反应条件为m(乙酰香草酮):m(NaOH):m(CuS04)=1:4:,,在195 ℃下反应3h。在此反应条件下,%。(2)利用工业过程中的废弃物乙酰香草酮制备香兰素符合当今绿色化学的要求,有着巨大的发展前景。关键词:愈创木酚,香兰素,甲氧基化,相转移催化,氧化 Abstract 硕士论文 Abstract The preparation process ofguaiacol andvanillinwas investigated in thisdissertation. O·-nitrochlorobenzene Was used as starting material by methoxylation,liquid--phase hydrogenation,diazotization andhydrolysis thispaper,methoxylation was mainly studied and itscatalysis,conditions and mechanism were studied inconventional liquid-liquid phase transfercatalysissystems(L—L PTC systems)and liquid-liquid-liquid phase transfer catalysissystems(L-L—L PTC systems).(1)Tetrabutylammonium bromide (TBTA)showed the best catalytic activity inconventional L·LPTC optimal conditions forthemethoxylation could be smoothly at70"C for 8ll-and the ratioof m(o·nitrochlorobenzene):m(NaOH):m(CH30H):m(TBTA)was 1::1: of o-nitroanisole ashigh as %Was obtained.(2)Tetrabutylammonium bromide(TBTA) showed thebestcatalytic activity inL-L-L PTC optimal conditions for the methoxylation could be run smoothly at 75。C for 5 k the ratio of m(o-nitrochlorobenzene):m(NaOH):m(CH30H):m(TBTA)Was 1::3: to aqueous volumes chosen Was40: ofo-nitroanisole ashi曲as %Was obtained. (3)L-L-L PTC was obviously betterthan L—-L—L PTC increase methoxylation reactionr