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

共 50 条

[31] Convenient Phenacene Synthesis by Sequentially Performed Wittig Reaction and Mallory Photocyclization Using Continuous-Flow Techniques
Okamoto, Hideki
Takahashi, Haruhiko
Takane, Takamitsu
Nishiyama, Yasuhiro
Kakiuchi, Kiyomi
Gohda, Shin
Yamaji, Minoru
SYNTHESIS-STUTTGART, 2017, 49 (13): : 2949 - 2957
[32] SIMPLE AUTOMATED-SYSTEM FOR CONTINUOUS-FLOW DETERMINATION OF GLYCEROL
SCHWANDT, P
RICHTER, WO
KRIEGISCH, N
CLINICAL CHEMISTRY, 1981, 27 (03) : 512 - 513
[33] A continuous-flow electrophile scavenger prepared by a simple grafting procedure
Tripp, Jennifer A.
Needham, Trevor P.
Ripp, Erin M.
Konzman, Brian G.
Homnick, Paul J.
REACTIVE & FUNCTIONAL POLYMERS, 2010, 70 (07): : 414 - 418
[34] A SIMPLE CONTINUOUS-FLOW HYDRIDE GENERATOR FOR ICP-OES
DAVIDOWSKI, L
ATOMIC SPECTROSCOPY, 1994, 15 (03) : 140 - 142
[35] SIMPLE AUTOMATED METHOD FOR COMPLEMENT ESTIMATION IN A CONTINUOUS-FLOW SYSTEM
NYDEGGER, UE
LAMBERT, PH
MIESCHER, PA
ACHERMANN, LM
JOURNAL OF IMMUNOLOGY, 1972, 109 (04): : 910 - +
[36] SIMPLE METHOD FOR IN VITRO METABOLIC STUDIES WITH CONTINUOUS-FLOW INCUBATION
ORTI, E
BAKER, RK
LANMAN, JT
BRASCH, H
JOURNAL OF LABORATORY AND CLINICAL MEDICINE, 1965, 66 (06): : 973 - &
[37] CONTINUOUS-FLOW MONITORING USING FLUORESCENT TRACERS
TUSCHALL, JR
VIBORSKY, R
SURLES, T
POLLUTION ENGINEERING, 1977, 9 (10) : 59 - 59
[38] Process performance and kinetics of the esterification of diketene to methyl acetoacetate in helical continuous-flow microreactors
Zhou, Hui
Tang, Xian
Wang, Zilai
Sun, Yunhao
Ling, Xiang
CHEMICAL ENGINEERING SCIENCE, 2022, 262
[39] MONITORING OF ENVIRONMENTAL WATER USING CONTINUOUS-FLOW
GOTO, M
TRAC-TRENDS IN ANALYTICAL CHEMISTRY, 1983, 2 (04) : 92 - 94
[40] Microfluidic biocatalysis enhances the esterification of caffeic acid and methanol under continuous-flow conditions
Wang, Sha-Sha
Li, Zhong-Jian
Sheng, Sheng
Wu, Fu-An
Wang, Jun
JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 2016, 91 (02) : 555 - 562

← 1 2 3 4 5 →