Process for preparing unsaturated terpene alcohols

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2602477K, 26029365, 2602939, 26050115, 2605676M, 260573, 260577, 260584R, C07C 2902, C07C 3302

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039325393

ABSTRACT:
An improved process for the preparation of unsaturated terpene alcohols such as myrcenol and cis and trans ocimenol is described. Acyclic terpene allylic halides are reacted with a tertiary amine of the formula hereinafter described to form the corresponding quaternary ammonium salt which is then acidified to remove the ethylenic unsaturation between the 6th and 7th carbon atom and adding a hydroxy substituent on the 7th carbon atom of the terpene halide salt. The hydrated terpene ammonium halide salt is made neutral and thermally decomposed into the unsaturated terpene alcohols. Myrcenol and ocimenol cis and trans are useful for their fragrance and aroma in perfumery and cosmetic manufacture.

REFERENCES:
patent: 2871271 (1959-01-01), Booth
D. Ginsburg, "Concerning Amines -- Their Properties Preparation and Reactions," Permagon, (1967), pp. 73-83.
Mannich et al. "Berichte," 1936, pp. 2112-2115, 2121 and 2122.

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