摘要
对杯[4]芳烃下缘酚羟基进行功能衍生化修饰,获得对叔丁基杯[4]芳烃嘧啶酮目标产物。以叔丁基苯酚为原料,通过羟醛缩合、烃基化、Biginelli缩合等获得中间产物2-4和目标产物5,通过1HNMR和HR-MS谱对中间产物及目标产物的结构进行分析。中间产物2-4的收率分别为37.2%、51.0%、44.8%,目标产物5的收率为44.8%,反应总收率为3.8%。目标产物5的1H NMR谱分析显示,C(CH3)3氢的化学位移为1.03 ppm、1.25 ppm;在8.65 ppm、6.40 ppm处表现为单峰,且为宽峰的为NH;酚羟基氢位于7.91 ppm;Ar H位于7.17 ppm、6.83 ppm。HR-MS分析目标产物5:C78H96N4Na O12([M+Na]+)相对分子质量为1303.6915。
To afford the target product of p-tert-butyl calix[4]arene pyrimidinone derivative by functional derivatization of phenolic hydroxyl groups at the lower rim of calix[4]arene.Using p-tert-butylphenol as the starting material,target product is obtained via aldol condensation,alkylation,Biginelli condensation.All the structures of intermediate products and target product are further confirmed by 1H NMR and HR-MS spectrum.The yield of intermediate product 2-4 are 37.2%,51.0%and 44.8%respectively.The yield of target product 5 is 44.8%and the total yield of reaction is 3.8%.1H NMR analysis of the target product 5 shows that the chemical shift of C(CH3)3 hydrogen is 1.03ppm and 1.25 ppm.At 8.65 ppm and 6.40 ppm,the single and wide peak is NH.Phenolic hydroxyl hydrogen is at 7.91 ppm and ArH is at 7.17ppm and 6.83 ppm.Confirmed by HR-MS,the molecular weight of target product 5 whose chemical structure is C78H96N4 Na O12([M+Na]+)is 1303.6915.
作者
杜丹
张子轩
廉淑芹
王桂荣
Du Dan;Zhang Zixuan;Lian Shuqin;Wang Guirong(School of Pharmacy,Xuzhou Medical University,Xuzhou 221004,China)
出处
《广东化工》
CAS
2023年第22期24-26,共3页
Guangdong Chemical Industry
