Preparation of 2-cyclohexyliden-2-phenyl acetonitrile and odoriferous structural analogs thereof
AssigneeAgan Aroma & fine chemicals Ltd.
InventorsEyal BEN-ARI, Maia AIZENMAN, Sasson SHEMESH, Youlia HAGOOLY
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Abstract
A process of preparing 2-cyclohexyliden-2-phenyl acetonitrile or odoriferous structural analogs thereof, represented by Formula I: wherein the variables are as defined in the specification, is provided. The process utilizes a phase transfer catalyst, is performed at a temperature lower than 80° C., and provides odoriferous substances at a high yield and purity. Odoriferous substances obtainable by the process, and odor-imparting formulations and articles-of-manufacturing containing same are also provided
Claims31
A process of preparing a compound of Formula I:
- the process comprising:
- contacting a mixture of a compound of Formula II:
- and a compound of Formula III:
- with an alkaline substance and a phase-transfer catalyst, said contacting being at a temperature lower than 80 or lower than 70° C.,
- thereby obtaining a reaction mixture comprising said compound of Formula I,
- wherein:
- n is 0 or 1;
- R1-R5 are each independently selected from hydrogen, alkyl and alkoxy;
- and
- R6-R15 are each independently selected from hydrogen and alkyl.
A reaction product comprising a compound of Formula I, obtainable by contacting a compound of Formula II and a compound of Formula III in the presence of an alkaline substance, the reaction product comprising, prior to isolating and/or purifying the compound of Formula I, at least 80%, or at least 85%, or at least 90%, by weight of the compound of Formula I.
Dependencies are inferred from the claim text.