Process for the preparation of linear 1,3-diketones
AssigneeCiba-Geigy Corporation
InventorsRolf Drewes, Hans-Helmut Friedrich, Hans-Ludwig Mehner, Bernd Braun, Walter Wecht
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AssigneeCiba-Geigy Corporation
InventorsRolf Drewes, Hans-Helmut Friedrich, Hans-Ludwig Mehner, Bernd Braun, Walter Wecht
Estimating the term…
There is disclosed a process for the preparation of 1,3-diketones of formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.20 alkyl, phenyl or phenyl which is substituted by halogen, hydroxy, NO.sub.2, C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, C.sub.7 -C.sub.9 phenylalkyl or a radical of formula II --A--X--R.sub.4 (II) wherein A is C.sub.1 -C.sub.12 alkylene, phenylene or phenylene which is substituted by halogen, hydroxy, NO.sub.2, C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or is C.sub.1 -C.sub.12 alkylene which is substituted by hydroxy, halogen and/or alkoxy, X is oxygen or sulfur, and R.sub.4 is hydrogen, C.sub.1 -C.sub.18 alkyl, phenyl or phenyl which is substituted by halogen, hydroxy, C.sub.1 -C.sub.4 alkyl, NO.sub.2 and/or C.sub.1 -C.sub.4 alkoxy, or is C.sub.7 -C.sub.9 phenylalkyl, and R.sub.3 is hydrogen, C.sub.1 -C.sub.20 alkyl, phenyl or phenyl which is substituted by halogen, hydroxy, C.sub.1 -C.sub.4 alkyl, NO.sub.2 and/or C.sub.1 -C.sub.4 alkoxy, or is C.sub.7 -C.sub.9 phenylalkyl. The process comprises carrying out a Claisen condensation of a ketone of formula III ##STR2## and an ester of formula IV ##STR3## wherein R.sub.5 is C.sub.1 -C.sub.5 alkyl, phenyl or phenyl which is substituted by halogen, C.sub.1 -C.sub.4 alkyl or hydroxy, the reaction being carried out with the base used as catalyst, a hydride of an alkali metal or alkaline earth metal or an alcoholate of C.sub.1 -C.sub.5 alkali metal or C.sub.1 -C.sub.5 alkaline earth metal, in a mixture of dimethyl sulfoxide and at least one organic solvent which is inert under the reaction conditions.
A process for the preparation of a linear 1,3-diketone of formula I ##STR26## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.20 alkyl, phenyl or phenyl which is substituted by halogen, hydroxy, NO.sub.2, C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or are C.sub.7 -C.sub.9 phenylalkyl or a radical of formula II
Dependencies are inferred from the claim text.