A Cheap, Simple and Efficient Method for the Preparation of Symmetrical Carboxylic Acid Anhydrides

Foad Kazemi; Hashem Sharghi; Mohammad Ali Nasseri

doi:10.1055/s-2003-44381

RSS-Feed abonnieren

Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.

https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml

Teilen / Bookmarken

Facebook X Linkedin Weibo

PDF herunterladen

Synthesis 2004(2): 205-207
DOI: 10.1055/s-2003-44381

SHORTPAPER

A Cheap, Simple and Efficient Method for the Preparation of Symmetrical Carboxylic Acid Anhydrides

Foad Kazemi^a, Hashem Sharghi*^b, Mohammad Ali Nasseri^b
^a Department of Chemistry, College of Sciences, Chamran University, Ahvaz, I. R. Iran
^b Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454, I. R. Iran
Fax: +98(711)2286008; e-Mail: shashem@chem.susc.ac.ir;

Weitere Informationen

Publikationsverlauf

Received 13 October 2003
Publikationsdatum:
15. Dezember 2003 (online)

Abstract
Volltext
Referenzen

Lizenzen und Reprints Alle Artikel dieser Rubrik

Abstract

A manipulatively simple and facile one-pot procedure for the synthesis of symmetrical anhydride is reported. Treatment of carboxylic acids with tosyl chloride in K₂CO₃ media under solvent free conditions gives the corresponding anhydrides in good to excellent yields in a short reaction time via carboxylic sulfonic anhydride as the key intermediate.

Key words

anhydrides - tosyl chloride - grinding - carboxylic acid

References

1 Ogliaruso MA. Wolfe JF. Synthesis of Carboxylic Acids, Esters and Their Derivatives Wiley; New York: 1991. p.198-217

Google Scholar
2 Fife WK. Zhang Z. Tetrahedron Lett. 1986, 27: 3689

Crossref Google Scholar
3 Rambacher P. Make S. Angew. Chem., Intl. Ed. Engl. 1968, 7: 465 ; Angew. Chem. 1968, 80, 487

Google Scholar
4 Sandler SR. Karo W. Organic Functional Group Preparations Vol. 2: Academic Press; New York: 1972.

Google Scholar
5 Adduci JM. Ramirez RS. Org. Prep. Proced. Int. 1970, 2: 321

Google Scholar
6 Chen F. M F. Benoiton NL. Synthesis 1970, 710

Google Scholar
7 Kita Y. Akia S. Ajimura N. Yoshigi M. Tsugoshi T. Yasuda H. Tamura Y. J. Org Chem. 1986, 51: 4150 ; and references cited therein

Crossref Google Scholar
8 Remigiusz K. Juliatiek R. Shahriar M. J. Org. Chem. 1994, 59: 2913

Google Scholar
9 Keshavamurthy KS. Vankar YD. Dhar DN. Synthesis 1982, 506

Artikel in Thieme Connect Google Scholar
10 Burton SG. Kaye PT. Synth. Commun. 1989, 19: 3331

Google Scholar
11 Kim J. Jang DO. Synth. Commun. 2001, 31: 395

Crossref Google Scholar
12 Kim J. Park Y. Lee WS. Cho S. Yoon Y. Synthesis 2003, 1517 ; and references cited therein

Artikel in Thieme Connect Google Scholar
13 Brewster JH. Ciotti CJ. J. Am. Chem. Soc. 1955, 77: 6214 ; and references cited therein

Crossref Google Scholar
14 Ji S. Lu JN. Lang JP. Horiuchi CA. Synth. Commun. 2002, 32: 1659

Crossref Google Scholar
15a Fujisawa T. Tajima K. Sato T. Bull. Chem. Soc. Jpn. 1983, 56: 3529

Crossref Google Scholar
15b Abdel-Baky S. Giese RW. J. Org. Chem. 1986, 51: 3390

Crossref Google Scholar
15c Hu Y. Wang JX. Li S. Synth. Commun. 1997, 27: 243

Crossref Google Scholar
15d Cabre-Castellvi J. Palomo-Coll A. Palomo-Coll AL. Synthesis 1981, 616

Crossref Google Scholar
15e Hajipour AR. Mazloumi Gh. Synth. Commun. 2002, 32: 23

Crossref Google Scholar