3-(hexenyloxy)-propane-nitrile, its production and use

Details 3-(hexenyloxy)-propane-nitrile, its production and use 3-(hexenyloxy)-propane-nitrile, its production and use

1991-11-20

1994-03-15

Brust, Joseph Paul

Perfume compositions

Perfume compositions

Cyano containing active ingredient

558449, 558450, 558447, A61K 746, C07C25513

Patent

active

052946029

ABSTRACT:
The 3-(hexenyloxy)-propane-nitriles of general formula A, in which R.sup.1 and R.sup.2 are optionally a hydrogen atom or a methyl group and R.sup.3 is an unbranched hexenyl group, are new and are useful as odour materials such as ingredients for perfume compositions. Their production is carried out through the base catalysed addition of acrylonitrile or methyl substituted acrylonitrile to the unbranched hexenol, in which the reaction temperature is between 0.degree. and 50.degree. C. (for acrylonitrile especially between 0.degree. and 10.degree. C., for crotonitrile especially between 15.degree. and 25.degree. C. and for methacrylonitrile, especially between 30.degree. and 40.degree. C.), and the aforesaid base is benzyl trimethylammonium hydroxide (Triton B).

REFERENCES:
patent: 2280790 (1942-04-01), Bruson
patent: 2445652 (1948-07-01), Whetstone
patent: 4115326 (1978-09-01), Plattier et al.
patent: 4709072 (1987-11-01), Merger et al.
"Organic Reactions", vol. V, Cyanoethylation Chapter by Bruson, pp. 89-93 and 121-127, (1949).

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