Process for the preparation of dihydropyrans

Details Process for the preparation of dihydropyrans Process for the preparation of dihydropyrans

C - Chemistry, Metallurgy

07

D

260/360.9

C07D 309/18 (2006.01)

Patent

CA 1335205

The invention provides a process for the preparation of 5,6-dihydro-2H-pyran derivatives, wherein an aldehyde of formula I: Image (I) wherein R1 represents an alkyl, cycloalkyl, aralkyl, alkaryl or aryl group having at most 15 carbon atoms and a diene of formula II: Image (II) wherein R2 and R3 represent a hydrogen atom or an alkyl group having 1-6 carbon atoms are reacted in a Diels- Alder-type reaction under the influence of an inorganic Lewis acid catalyst, producing a compound of formula III wherein R1-R3 have the meaning given above. Image (III) Preferably R1 represents a 1-6 carbon atom alkyl group, a phenyl group or an o-, m- or p-tolyl group. Isoprene or 2-methyl-1,3-pentadiene is preferably used as the diene. The preferred catalyst is AlCl3 or SnCl4 and an organic nitro compound may be used as the co-catalyst.

587117

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