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- W2067449963 abstract "Bei der Behandlung des 2,3-Dimethyl-2,3-bornandiols (1a) mit p-Toluolsulfonsäure entsteht in benzolischer Lösung am Wasserabscheider ein Gemisch mehrerer ungesättigter Ketone, von denen 2 und 3 isomerenfrei abgetrennt werden konnten. Die Einwirkung von Acetanhydrid auf 1a ergab 2-Methyl-3-methylen-2-isobornylacetat (4). Das Keton 2 wurde hydriert, ozonisiert und acetalisiert. Die Bromierung ergab das kristalline Tetrabromid 8. Die Aldol-Kondensation führte nur bei Einsatz des Dihydroketongemisches 5 zur Benzyliden-Verbindung 9. Dehydration of ( + )-2,3-Dimethyl-2,3-bornanediol On treatment with p-toluenesulfonic acid at a water separator a benzenic solution of 2,3-dimethyl-2,3-bornanediol (1a) yields a mixture of several unsaturated ketones of which 2 and 3 could be separated free of isomers. The reaction of acetic anhydride with 1a gave 2-methyl-3-methylene-2-isobornyl acetate (4). Ketone 2 was hydrogenated, ozonized, and acetalized. Bromination of 2 yields the crystallized tetrabromide 8. Aldol condensation gave the benzylidene compound 9 only with the dihydroketone mixture 5." @default.
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- W2067449963 date "1978-09-01" @default.
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- W2067449963 title "Zur Dehydratisierung des ( + )-2,3-Dimethyl-2,3-bornandiols" @default.
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- W2067449963 doi "https://doi.org/10.1002/cber.19781110922" @default.
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