Process for preparing 4,4-dialkyl-6-halo-chromans or...

Details Process for preparing 4,4-dialkyl-6-halo-chromans or... Process for preparing 4,4-dialkyl-6-halo-chromans or...

C - Chemistry, Metallurgy

07

D

C07D 311/58 (2006.01) C07D 335/06 (2006.01)

Patent

CA 2181567

A process of preparing intermediates useful in making compounds with retinoic acid-like activity is disclosed. The intermediates are halogenated chromans and thiochromans of formula (I) shown above and are prepared by the alkylation of a phenol or thiophenol with an alkene compound (the starting materials shown in the formula above), cyclization and halogenation. In the formula the symbols have the following meanings: R1 and R2 are C1 to C4 alkyl, R3 is H or C1 to C4 alkyl, X is oxygen or sulfur, Y is a leaving group, and Z is chlorine, bromine or iodine.

Procédé de préparation d'intermédiaires servant à l'obtention de composés présentant une activité du type acide rétinoïque. Lesdits intermédiaires sont des chromannes et thiochromannes halogénés de formule (1) préparés par alkylation d'un phénol ou d'un thiophénol avec un composé alcénique (le composé de départ figurant dans la formule (1)) et cyclisation et halogénation. Dans cette formule, les symboles ont la signification suivante: R¿1? et R¿2? sont des alkyles C¿1? à C¿4?, R¿3? est H ou un alkyle C¿1? à C¿4?, X est un oxygène ou un soufre, Y est un groupe partant et Z est un chlore, un brome ou un iode.

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