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nona-2-6-dienenitrile synthesis

1synthesis methods
-

Yield:67019-89-0 7 g (40%)

Reaction Conditions:

in pyridine;benzene;

Steps:

III Preparation of 2,6-nonadiene nitrile

EXAMPLE III Preparation of 2,6-nonadiene nitrile Under reflux 15 g of cis-4-heptenal was added to a solution of 12 g of cyanoacetic acid and a spatula point of β-alanine in 150 ml benzene. With the aid of a Dean-Stark apparatus 2 ml of water was removed. The reaction mixture was then evaporated and the residue was dissolved in 300 ml of pyridine under addition of a spatula point of copper powder. The mixture was refluxed during 1.5 hrs, after which the excess of pyridine was removed by distillation. The residue was distilled in vacuo. Yield: 7 g (40%) of 2,6-nonadiene nitrile, b.p. 75° C./5 mm Hg. The product was contaminated by a slight, olfactorily non-interfering amount of 3,6-nonadiene nitrile.

References:

US4235824,1980,A