Convenient and Simple Esterification in Continuous-Flow Systems using g-DMAP

被引:10
|
作者
Okuno, Yoshinori [1 ]
Isomura, Shigeki [1 ]
Sugamata, Anna [1 ]
Tamahori, Kaoru [1 ]
Fukuhara, Ami [1 ]
Kashiwagi, Miyu [1 ]
Kitagawa, Yuuichi [1 ]
Kasai, Emiri [1 ]
Takeda, Kazuyoshi [1 ]
机构
[1] Yokohama Univ Pharm, Dept Med Chem, Totsuka Ku, Yokohama, Kanagawa 2450066, Japan
关键词
acylation; dialkyl dicarbonate; dmap; esterification; graft polymer; CARBOXYLIC-ACIDS; CATALYZED ESTERIFICATION; BUTYL DICARBONATE; ALCOHOLS; ANHYDRIDE; REAGENT;
D O I
10.1002/cssc.201500919
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The utility and applicability of polyethylene-g-polyacrylic acid-immobilized dimethylaminopyridine (g-DMAP) as a catalyst in a continuous-flow system were investigated for decarboxylative esterification. High catalytic activity toward acylation was provided by g-DMAP containing a flexible grafted-polymer structure. During decarboxylation, carboxylic acids and alcohols were converted cleanly using di-tert-butyl dicarbonate (Boc(2)O) as a coupling reagent, which reduced by-products. In addition, the use of Boc(2)O resulted in the formation of tert-butyl esters. These esterifications dramatically reduced the reaction time under continuous-flow conditions, with a residence time of approximately 2min. This highly efficient esterification procedure will provide more practical industrial applications.
引用
收藏
页码:3587 / 3589
页数:3
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