2012 Fiscal Year Final Research Report
Synthetc Study and Reuse of IonSupported Methyfoxdes for Swern daton wthout Unpleasant Odor
| Project/Area Number |
23655142
|
|---|
| Research Category |
Grant-in-Aid for Challenging Exploratory Research
|
| Allocation Type | Multi-year Fund |
|---|
| Research Field |
Environmental chemistry
|
|---|
| Research Institution | Chiba University |
|---|
Principal Investigator |
TOGO Hideo 千葉大学, 大学院・理学研究科, 教授 (60217461)
|
|---|
| Project Period (FY) |
2011 – 2012
|
| Keywords | Swern酸化反応 / アルコール / アルデヒド / ケトン / Corey-Kim酸化反応 / イオン固定型メチルスルホキシド / イオン固定型メチルスルフィド / 再生再利用 |
|---|
| Research Abstract |
The Swern oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion-supported methyl sulfoxides C_6and C_<10>, and oxalyl chloride in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, gave the corresponding aldehydes and ketones, respectively, in good yields with high purity. Similarly, the Corey-Kim oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion -supported methyl sulfides C_6 and_<10>, andCN-chlorosuccinimide in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, furnished the corresponding aldehydes and ketones, respectively, in good yields with high purity. Both reactions did not produce any unpleasant odor at all. In the Swern oxidation, ion-supported methyl sulfides were recovered in high yields and could be re-oxidized to produce ion-supported methyl sulfoxides C6andC_<10>, for reuse in the same oxidation. In the Corey-Kim oxidation, ion-supported methyl sulfidesC_6 and C_<10> were recovered in high yields and could be also reused for the same oxidation.
|
