Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, the

Details Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, the Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, the

1985-12-30

1988-03-01

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

560120, 560256, 568374, 568820, 512 18, 512 14, C07C12148

Patent

active

047287470

ABSTRACT:
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.

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patent: 4346243 (1982-08-01), Klemarcyyk et al.
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