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HERO ID
4667930
Reference Type
Journal Article
Title
Synthesis of Novel gamma-Ketoesters from Succinic Anhydride
Author(s)
Iqbal, M; Baloch, IB; Baloch, MK
Year
2013
Is Peer Reviewed?
Yes
Journal
Asian Journal of Chemistry
ISSN:
0970-7077
EISSN:
0975-427X
Volume
25
Issue
17
Page Numbers
9701-9703
Language
English
DOI
10.14233/ajchem.2013.15179
Web of Science Id
WOS:000330238700060
Abstract
Four alkyl gamma-ketohexanoates (3a-3d) have been prepared from succinic anhydride employing a three step reaction strategy. In the first step using p-toluene sulfonic acid as catalyst, the ring of succinic anhydride was opened with isopropyl, isobutyl, isopentyl and benzyl alcohols, respectively to form alkyl hydrogen succinates (1a-1d). In the 2nd step these alkyl hydrogen succinates on treatment with SOCl2 yielded 4-alkoxy-4-ketobutanoyl chlorides (2a-2d). The acid halides thus obtained, on reaction with diethyl cadmium led to require gamma-ketoesters. All the synthesised compounds were characterized by recording and analyzing H-1, C-13 NMR, IR spectra and mass measurements.
Keywords
gamma-Ketoesters; Isopentyl gamma-ketohexanoate; Succinic anhydride; Isobutyl alcohol
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