富勒烯并4,4'-二(N-乙酰基-2-氨乙基)二苯基环丙烷的合成  

A new method for synthesizing the 4,4'-bis(Nacetyl-2-aminoethyl)diphenyl C_(61)

作　　者：韩文静[1] 彭汝芳[1] 金波[1] 关会娟[1] 卜兴兵 楚士晋[1] 

机构地区：[1]西南科技大学四川省非金属复合与功能材料重点实验室-省部共建国家重点实验室培育基地,四川绵阳621010

出　　处：《安全与环境学报》2014年第1期148-152,共5页Journal of Safety and Environment

基　　金：国家自然科学基金项目(21301142);碳纳米材料四川省青年科技创新研究团队项目(2011JTD0017);四川省教育厅重点项目(13ZA0172)

摘　　要：以对甲苯磺酰肼、4,4'-二(N-乙酰基-2-胺乙基)苯甲酮和C60为原料,采用一锅煮方法合成了富勒烯并4,4'-二(N-乙酰基-2-氨乙基)二苯基环丙烷,为后期水溶性核素促排剂的合成提供原料。该方法比已报道方法反应步骤简单,操作方便,安全性好。采用紫外可见光谱(UV-Vis)、核磁共振氢谱(1HNMR)、红外光谱(FT-IR)、质谱(MS)对产物的结构进行了表征。Abstract ： The paper is aimed at presenting the result of our success- ful synthesis of a methanofullerene derivative via a four-step process. The first step of the synthesis is to obtain the N-acetyl-2-phenylethy- lamine （1） through the reaction of 2-phenylethylamine and acetyl chloride. Stirring up the mixture of 2-phenylethylamine and the ex- cess of acetyl chloride in the dry methylene chloride for 2 h, we can expect to accomplish the isolation via the flash column chromatogra- phy on the silica gel by taking the ethyl acetate as an eluante-derived compound （1）. And, subsequently, the compound （1） and the car- bon tetrachloride can be made to react with the hydrolysis via the Friedet-Crafts alkylation to get 4, 4＇-bis （N-acetyl-2-aminoethyl） benzophenone （2）. And, now, letting the 24.2 mmol of compound （1） and 100 mmol aluminum chloride react with the 80 mL carbon tetrachloride under room temperature for an overnight, the mixture can be poured into the 100 mL ice-cold aqueous hydrochloric acid, which can then be alkalized with the concentrated potassium hydrox- ide solution and extracted with the methylene chloride, so as to get the column chromatography afforded compound （2）. And, thirdly, the mixture of the reflux of 5.25 mmol compound （2） and the 6.3 mmol p-toluenesulfonyl hydrazide can be made to reflex for 48 h while added with the 20 mL methnoal, the solvents are supposed to get evaporated in the vacuum, with the product purified by the col- umn chromatography, so as to result in a 78% yield. And, finally, by way of a single-stroke reaction, add the 0.77 mmol compound （3） and 0.83 mmol sodium methoxide to 8 mL dry pyridine, and heat the mixture to 70 ℃ while stirring it for 0.5 h. And, now, add a solu- tion of 0.385 mmol fullerene to 20 mL 1,2-dichlorobenzene and stir up the reaction mixture at 70 ℃ for 22 h in hoping to gain the target product （4） in 41% yield （80% based on consumed C60） The final products can be characterized by using UV Vis,lH NMR,

关 键 词：有机化学 富勒烯衍生物 核素促排剂 一锅煮方法 红外光谱 

分 类 号：O625.6[理学—有机化学]