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Efficient and catalyst-free condensation of acid chlorides and alcohols using continuous flow

Frederik Van Waes, J Drabowicz, Ana Cukalovic UGent and Christian Stevens UGent (2012) GREEN CHEMISTRY. 14(10). p.2776-2779
abstract
An efficient, catalyst-free continuous flow procedure for the condensation of acid chlorides and alcohols was developed. Different esters could be obtained using this protocol with excellent conversions starting from the corresponding acid chlorides and alcohols in very short reaction times (5-7 min). The reaction was performed solventless for liquid reagents but requires a solvent for solid reagents in order to prevent clogging of the microreactor. Since no catalyst is needed, the purification of the reaction mixture is very straightforward. Scale-up of the reaction to a microreactor with an internal volume of 13.8 ml makes it possible to produce 2.2 g min(-1) of ester with an isolated yield of 98% and recuperation of the formed HCl.
Please use this url to cite or link to this publication:
author
organization
year
type
journalArticle (original)
publication status
published
subject
keyword
ACYLATION, BENZOYLATION, ESTERIFICATION REACTION, MICROREACTOR CONDITIONS, ZINC-OXIDE, SOLVENT-FREE CONDITIONS, ACETYL-CHLORIDE, HIGHLY EFFICIENT, PHENOLS, AMINES
journal title
GREEN CHEMISTRY
Green Chem.
volume
14
issue
10
pages
2776 - 2779
Web of Science type
Article
Web of Science id
000309139400019
JCR category
CHEMISTRY, MULTIDISCIPLINARY
JCR impact factor
6.828 (2012)
JCR rank
18/150 (2012)
JCR quartile
1 (2012)
ISSN
1463-9262
DOI
10.1039/c2gc35555h
language
English
UGent publication?
yes
classification
A1
copyright statement
I have transferred the copyright for this publication to the publisher
id
3183995
handle
http://hdl.handle.net/1854/LU-3183995
date created
2013-04-05 10:53:56
date last changed
2017-06-14 08:02:22
@article{3183995,
  abstract     = {An efficient, catalyst-free continuous flow procedure for the condensation of acid chlorides and alcohols was developed. Different esters could be obtained using this protocol with excellent conversions starting from the corresponding acid chlorides and alcohols in very short reaction times (5-7 min). The reaction was performed solventless for liquid reagents but requires a solvent for solid reagents in order to prevent clogging of the microreactor. Since no catalyst is needed, the purification of the reaction mixture is very straightforward. Scale-up of the reaction to a microreactor with an internal volume of 13.8 ml makes it possible to produce 2.2 g min(-1) of ester with an isolated yield of 98\% and recuperation of the formed HCl.},
  author       = {Van Waes, Frederik and Drabowicz, J and Cukalovic, Ana and Stevens, Christian},
  issn         = {1463-9262},
  journal      = {GREEN CHEMISTRY},
  keyword      = {ACYLATION,BENZOYLATION,ESTERIFICATION REACTION,MICROREACTOR CONDITIONS,ZINC-OXIDE,SOLVENT-FREE CONDITIONS,ACETYL-CHLORIDE,HIGHLY EFFICIENT,PHENOLS,AMINES},
  language     = {eng},
  number       = {10},
  pages        = {2776--2779},
  title        = {Efficient and catalyst-free condensation of acid chlorides and alcohols using continuous flow},
  url          = {http://dx.doi.org/10.1039/c2gc35555h},
  volume       = {14},
  year         = {2012},
}

Chicago
Van Waes, Frederik, J Drabowicz, Ana Cukalovic, and Christian Stevens. 2012. “Efficient and Catalyst-free Condensation of Acid Chlorides and Alcohols Using Continuous Flow.” Green Chemistry 14 (10): 2776–2779.
APA
Van Waes, F., Drabowicz, J., Cukalovic, A., & Stevens, C. (2012). Efficient and catalyst-free condensation of acid chlorides and alcohols using continuous flow. GREEN CHEMISTRY, 14(10), 2776–2779.
Vancouver
1.
Van Waes F, Drabowicz J, Cukalovic A, Stevens C. Efficient and catalyst-free condensation of acid chlorides and alcohols using continuous flow. GREEN CHEMISTRY. 2012;14(10):2776–9.
MLA
Van Waes, Frederik, J Drabowicz, Ana Cukalovic, et al. “Efficient and Catalyst-free Condensation of Acid Chlorides and Alcohols Using Continuous Flow.” GREEN CHEMISTRY 14.10 (2012): 2776–2779. Print.