2-exo-Methyl-5,7-dichloronorbornane-2-endo-carboxamide (XXXIX).-The dichloro acid (22.0 g.) was refluxed for 3 hr. with 75 ml. of thionyl chloride and distilled through a short Vigreux column. The colorless acid chloride (21.6 g., 90%, b.p. 84-87°(0.03 mm.)) which crystallized as hard rosettes upon standing, was dissolved in 250 ml. of absolute ether. Gaseous ammonia was passed over the surface of the stirred solution for 1 hr. with ice-cooling. The suspension was allowed to stand overnight at room temperature, evaporated to dryness and the residue was washed well with water. The coarse crystalline product (19.5 g., 89%, m.p. 152-156°) was recrystallized twice from toluene to yield 15.8 g., m.p. 160-161°.
Generation and Chemical Trapping of a Bis(ethano) Derivative of Tricyclo(3.3.0.03,7)oct-1(5)-ene: The Consummate Member of a Series of Pyramidalized Alkenes.-The incorporation of just one deuterium in the reaction of the dibromo analogue of (I) using D2O and the formation of the Diels-Alder adduct ( VI) indicate an intermediate derived from the title alkene. -(BRANAN, B. M.; PAQUETTE, L. A.; HROVAT, D. A.; BORDEN, W. T.; J. Am. Chem. Soc. 114 (1992) 2, 774-776; Dep. Chem., Ohio State Univ., Columbus, OH 43210, USA; EN)
Kupferhydrid reduziert in Form eines Komplexes die Doppelbindung in zahlreichen Nitrilen, auch in Gegenwart von weiteren funktionellen Gruppen, glatt unter Bildung der gesättigte Nitrile.
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