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

来源：

CHEMSUSCHEM | 2015年 / 8卷 / 21期

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

页码：3587 / 3589

页数：3

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