Study of the Room-Temperature Synthesis of Oxime Ethers by using a Super Base

被引:2
作者
Kosmalski, Tomasz [1 ]
Studzinska, Renata [1 ]
Daniszewska, Natalia [1 ]
Ullrich, Malgorzata [2 ]
Sikora, Adam [3 ]
Marszaell, Michal [3 ]
Modzelewska-Banachiewiciz, Bozena [1 ]
机构
[1] Nicolaus Copernicus Univ, Fac Pharm, Coll Med, Dept Organ Chem, Jurasza 2, PL-85067 Bydgoszcz, Poland
[2] Nicolaus Copernicus Univ, Fac Chem, Dept Organ Chem, Gagarina 7, PL-87100 Torun, Poland
[3] Nicolaus Copernicus Univ, Coll Med, Med Chem Dept, Fac Pharm, Jurasza 2, PL-85067 Bydgoszcz, Poland
来源
CHEMISTRYOPEN | 2018年 / 7卷 / 07期
关键词
green chemistry; NMR spectroscopy; oxime ethers; synthesis; waste prevention; ONE-POT SYNTHESIS; DERIVATIVES; ANTICONVULSANT; INHIBITORS; REDUCTION; ANALOGS; SERIES; ARYL;
D O I
10.1002/open.201800098
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, we present a convenient method for the synthesis of oxime ethers by reacting oximes with various chlorides (alkyl, functionalized alkyl, and benzyl) and with the subsequent use of a super base-pulverized potassium hydroxide in DMSO. The reactions take place at room temperature and the products are obtained in high yields. The final products were received within 2min to 3h. In addition, the compounds do not require chromatographic separation. The structure elucidation of the titled compounds was performed by using (HNMR)-H-1 and (CNMR)-C-13 spectroscopy as well as mass spectrometry. The presented method of synthesis for oxime ethers is environmentally friendly, because neither water cooling or heating of the reaction mixture/solvents (necessary for chromatographic purification) is required. The synthesis can be carried out very easily on a large scale.
引用
收藏
页码:551 / 557
页数:7
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