苯甲酰甲酸及其酯的合成分析.docx

摘要
苯警懿攀酸及其繇怒霾要的药谚会残中闻傣。论文着重扶孳羧二乙酯和五鬟化磷的反应产物与苯发擞酰化反应的路线,高锰酸钾氧化苯乙烯的合成路线对合成目标产物苯甲酰甲酸己酯进行了实骏研究。探讨了影响反应的因索和可能的反癍机理。
革酸二己酯与五氯化磷在115℃殷应9 h,从爱威液中蒸馏出二氯乙氧基五黢乙酯,气相色谱归一化法测得纯度为97%,较文献报道的纯度80%高17%。二氯乙氧基乙酸乙酯与苯农二氯甲烷溶液中无水三氯化铝存在下反殿6h~9h得到
苯甲酰串酸乙酯。逶过纛交实验侥纯了工艺条释,产物}|芟率叁文献豹20%提嵩至
80%左右。同时利用气质联用谱和核磁拱振谱对产物结构进行了液征,发现产物中除苯甲酰甲酸乙酯外,还含有对乙基苯甲酰甲酸己酝。并分析了副产品生成机理及各嚣索辩反应豹影嚼。
以CTAB为相转移催化剂,55℃时将苯乙烯、氨氧化钠和水的混合物中分批加入高锰酸钾,搅拌反应5min得到粼甲酰甲酸,收率为72%。苯己烯、氢氧化镳、蔫锰酸镑、CTAB懿爱瘦壤囊量魄为:l::2,6:。讨论了PTC爱纛原理和反应动力学等。
用高剪切机乳化苯乙烯,然后用嵩锰酸钾氧化也可得到63%目标产物苯甲酰零酸,阕辩生产了27%弱裂产物苯事羧。
用自制的固体超强酸S04’/Ti0,为催化剂,由苯甲酰甲酸和乙醇合成了苯甲酰甲酸乙酯。讨论了固体超强酸催化剂酸中心的形成,催化剂失活等问题。
关键试:恭甲酸甲酸、苯甲酰甲酸己聚、苯乙烯、孳酸二乙蘸、二氯乙氧乙黢
乙酯、草醣化、高锰酸铆氧化、PTC、阻俸超强簸缳化、乳纯
Abstract
Benzoylfermic acid and its esters are important intermediates in the manufacture of synthesis of ethyl benzoylformate via oxalylation of benzene and Potassium Permanganate oxidation of styrene were studied in this paper。The influencing factors of the reaction and the possible mechanisms of the reactions were discussed+
Ethyl dichloro(ethoxy)acetate was prepared via distillation of the
reaction mixture of diethyl oxalate and phosphorus Dentachloride at 115
℃for 9 hours and its purlty was determined by GC normalization method to be was 17雏higher than the 1iterature reported value of 8e%. Reaction of ethyl dichloro(ethoxy)acetate with benzene in CH2C12 in the presence of 2 mole equivalent of AICl3 at 0℃for about 6 to 9 hours gave
ethyl benzoylformate in 79。86%pared with the iiterature yield of 20%。The structure position of the product was characterized by GC—MS and NMR spectroscOpy. It was found that ethyl p—ethylbenzoylformate was present in the product in addition to the normal oxalylation product ethyl reaction mechanism and reaction factors were discussed。
Potassium permanganate was added to a mixture of styrene。sodium hydroxide solution and water in the presence of phase transfer catalyst CTAB at 55℃.The resultant mixture was allowed to react for