Synthesis of ω-(2-oxocyclododecyl)alkanoic acids by alkylation of cyclododecanone with ω-haloalkanoic esters under conditions of phase-transfer catalysis
ω-(2-Oxocyclododecyl)alkanoic acids have been obtained by alkylation of cyclododecanone with alkyl 3-bromopropionate, 5-iodopentanoate, and 11-bromoundecanoate under conditions of phase transfer catalysis. - Key words: cyclododecanone, phase-transfer catalysis, alkylation, alkyl ω-haloalkanoates.
Zakharkin, L. I.,Antonova, G. N.,Podvisotskaya, L. S.
PRODUCTION OF 3-(2-OXOCYCLODODECYL)PROPIONITRILE FROM CYCLODODECANONE AND ACRYLONITRILE AND SOME OF ITS TRANSFORMATIONS
A method was developed for the production of 3-(2-oxocyclododecyl)propionitrile by the cyanoethylation of cyclododecanone with acrylonitrile. 2,3-Cyclododecenopyridine was obtained from the oxonitrile by hydrogenation, and 3-(2-oxocyclododecyl)propionamide and 3-(2-oxocyclododecyl)propionic acid were obtained by hydrolysis.When heated with acetic anhydride, the acid forms a mixture of the isomers of 3-oxo-2-oxabicyclohexadec-1(6)-ene.In the presence of perchloric acid the Z and E isomers of 3-oxo-2-bicyclohexadec-1(16)-ene isomerize to 3-oxo-2-oxabicyclohexadec-1(6)-ene.
Zakharkin, L. I.,Churilova, I. M.
p. 1895 - 1899
(2007/10/02)
Process for preparing 4-oxopentadecanedioic acid
4-OXOPENTADECANEDIOIC ACID IS PREPARED BY OXIDIZING A α-CYCLODODEC-1-ENYLPROPIONIC ACID DERIVATIVE HAVING ONE OF THE FOLLOWING CHEMICAL FORMULAE AT ITS ETHYLENIC DOUBLE BOND WITH OZONE. STR1 The compound is useful as an intermediate for a musk perfume compound. The compound having the formula II is selectively prepared from cyclododecanone and di-alkyl succinate.
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(2008/06/13)
13-Oxabicyclo(10,4,0)hexadec-1(12)-en-14-one
13-Oxabicyclo(10.4.0)hexadec-1(12)-en-14-one is prepared by intramolecular cyclization of β-(2-oxocyclododecyl) propionic acid, or derivatives thereof, in the presence of an acid catalyst or a basic catalyst. The compound is an important intermediate for producing musk perfume fragrance.
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(2008/06/13)
Microbiological hydroxylation. Part 23. Bicyclic substrates for steroid-hydroxylating fungi.
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Bailey,Gilpin,Jones
p. 265 - 270
(2007/10/12)
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