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AssigneeBASF SE
InventorsWerner Hoffmann, Lothar Janitschke
Estimating the term…
Novel disubstituted bicyclo[2.2.1]heptanes of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.3 -alkyl, R.sup.2 is C.sub.1 -C.sub.8 -alkyl or-alkenyl, R.sup.3 and R.sup.4 together are .dbd.O, .dbd.CH--CN, .dbd.CH--CO--OCH.sub.3 or .dbd.CH--CO--OC.sub.2 H.sup.5, or R.sup.3 is hydrogen, --CH.sub.3, --CH.dbd.CH.sub.2 or --C.tbd.CH when R.sup.4 is --OH or --O--CO--CH.sub.3, or R.sup.3 is H when R.sup.4 is --CH.sub.2 --CO--OCH.sub.3, --CH.sub.2 --CO--OC.sub.2 H.sub.5 or --CH.sub.2 --C.tbd.N and one or both of the dashed lines may be a further bond, are obtained by subjecting cyclopentadiene to a Diels-Alder reaction with an unsaturated ketone, this reaction being catalyzed by a Lewis acid, and then subjecting the compound of the formula Ia ##STR2## initially formed to a reduction, a Grignard reaction or a reaction with diethylphosphonoacetonitrile or ethyl phosphonoacetate and NaH. They can be used as scents and/or aromas or as intermediates for scents.
A disubstituted bicyclo[2,2,1]heptane or -heptane of the formula:
2-endo-(2-Hydroxybut-3-yn-2-yl)-3-exo-(2-methylprop-1-e n-1-yl)-bicyclo[2,2,1]hept-5-ene.
2-(1-Cyanoprop-1-en-2-yl)-3-(2 -methylprop-1-en-1-yl)-bicyclo[2,2,1]heptane.
2-(1-Ethoxycarbonylprop-1-en-2-yl)-3-(2-me thylprop-1-en-1-yl)-bicyclo[2,2,1]heptane.
2-(1-Cyanoprop-2-yl)-3-(2-methylpropyl)-bicyclo[2,2,1]heptane.
2-(1-Ethoxycarbonylpropan-2-yl)-3-(2-methyl-1-propyl)-bicyclo[ 2,2,1]heptane.
2-endo-(2-H ydroxybut-3-en-2-yl)-3-exo-(2-methylprop-1-en-1-yl)-bicyclo[2,2,1]hept-5-en e.
2-endo-(2-Hydroxybut-3-yn-2-yl)-3-exo-(2-methylprop-1-en-1-yl)-bicyclo[2,2 ,1]-hept-5-ene.
2-endo-(2-Ac etoxybut-3-yn-2-yl)-3-exo-(2-methylprop-1-en-1-yl)-bicyclo[2,2,1]hept-5-ene .
Dependencies are inferred from the claim text.