C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 317/54 (2006.01) C07D 317/46 (2006.01)
Patent
CA 2352249
The present invention regards a three-step process for the synthesis of 5-(.alpha.--hydroxyalkyl) benzo[1, 3]dioxols. The process comprises: (i) the reaction of pyrocatechin (1,2-dihydroxybenzene) with a dihalo or di-alkoxyalkane, with the formation of a benzo[1,3]dioxol derivative; (ii) 5-selective catalytic acylation of the benzo[1,3]dioxol, with formation of a 5-alkanoylbenzo[1,3]dioxol and its subsequent (iii) reduction to 5-(.alpha.-hydroxyalkyl) benzo[1,3]dioxol. Also described are new benzodioxols obtainable using the above-mentioned process. The process of the invention is industrially simple and has low environmental impact; it allows to obtain in high yields derivatives of considerable interest, in particular for the perfumery industry, and in the sector of insecticides.
La présente invention concerne un procédé en trois étapes pour la synthèse du 5-( alpha -hydroxyalkyl) benzo[1, 3]dioxols. Ce procédé consiste: (i) à faire réagir le pyrocatechine (1,2-dihydroxybenzène) avec un dihalo or di-alcoxyalkane, avec la formation d'un dérivé de benzo[1, 3]dioxol; (ii) à assurer l'acylation catalytique sélective d'un dérivé de benzo[1,3]dioxol, avec la formation d'un 5-alcanoylbenzo[1,3]dioxol and sa (iii) réduction en 5-( alpha -hydroxyalkyl) benzo[1, 3]dioxol. L'invention a également pour objet de nouveaux benzodioxols pouvant être obtenus à l'aide du procédé susmentionné. Le procédé selon l'invention est simple du point de vue industriel et exerce peu d'effets sur l'environnement. Ce procédé permet d'obtenir des dérivés à haut rendement de grande utilité, en particulier, pour l'industrie de la parfumerie et le secteur des insecticides.
Borzatta Valerio
Brancaleoni Dario
Endura S.p.a.
Marks & Clerk
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