Intermediates for 11-[3-oxo-.omega.(2- and 3-furyl)-lower-alkyl]

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546 74, C07D22126, C07D22128

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active

042282861

ABSTRACT:
3-R.sub.1 -6(eq)-R.sub.4 -7-R.sub.2 "-8-R.sub.2 -9-R.sub.2 '-10-R.sub.2 "'-11(ax)-R.sub.3 -11(eq)-[CH.sub.2 CH.sub.2 CO(CH.sub.2).sub.n -(2- and 3-furyl)]-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocines, useful as analgesics and narcotic antagonists, are prepared either by heating, with formic acid in an organic solvent or with certain ammonium formates, certain lower-alkyl 1-R.sub.1 -4a.alpha.-R.sub.3 -5.alpha.-R.sub.4 -6-R.sub.2 "-7-R.sub.2 -8-R.sub.2 '-9-R.sub.2 "'-3-[CO(CH.sub.2).sub.n -(2- and 3-furyl)]-1,2,3,4,4 a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3-carboxylates or by reaction of a lower-alkyl .beta.-[3-R.sub.1 -6-(eq)-R.sub.4 -7-R.sub.2 "-8-R.sub.2 -9-R.sub.2 '-10-R.sub.2 "'-11(ax)-R.sub.3 -1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocin-11(eq)-yl]propionate with 2 or 3-furylacetic acid in the presence of a strong base.

REFERENCES:
patent: 3250678 (1966-05-01), Archer
patent: 3733330 (1973-05-01), Schubert et al.
patent: 3776914 (1973-12-01), Atsumi et al.
patent: 3932422 (1976-01-01), Michne

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