Abstract
Distillation residues from the industrial production of γ-nonalactone, which is accomplished by reaction of hexanol with methyl acrylate initiated by t-butyl peroxide, yielded a by-product which we deduced to be 4-(methoxycarbonylethyl)-g-nonalactone. The possible pathway of formation of this by-product is discussed.
References
1.
Burdock G.A.
, Fenaroli's Handbook of Flavor Ingredients , 6th edition. CRC Press , Boca Raton, Florida , 2010 .
2.
Showell J.S.
,
Swern D.
, and
Noble W. R.
, J. Org. Chem. , 1968 , 33 , 2697 .
3.
Miyano S.
,
Hokari H.
,
Umeda Y.
, and
Hashimoto H.
, Bull. Chem. Soc. Jpn. , 1980 , 53 , 770 .
4.
Zope D.D.
,
Patnekar S. G.
, and
Kanetkar V. R.
, Flavour Fragr. J. , 2006 , 21 , 395 .
5.
Zhou Y.
,
Woo L. K.
, and
Angelici R. J.
, Appl. Catal. A: Gen. , 2007 , 333 , 238 .
6.
Akula S.
,
Kumar P. P.
,
Prasad R. B. N.
, and
Kanjilal S.
, Tetrahedron Lett. , 2012 , 53 , 3471 .
7.
Gude F.
, and
Winter R.
, EP 293659 A2 , 1988 .
8.
Nikishin G.I.
, and
Vorob'ev V. D.
, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya , 1962 , 10 , 1874 .