Terpene Ether and Thioether Derivatives and their production

摘要

1,154,838. Terpene ethers and thioethers. DEUTSCHE GOLDUND SILBER-SCHEIDEANSTALT. 1 July, 1966 [13 July, 1965], No. 29719/66. Heading C2C. Novel terpene ethers and thioethers of the general formula and their acid addition salts and quaternary ammonium compounds, wherein T is a radical derived from one of the terpene alcohols bisabolol, linalool, nerol, citronellol, nerolidol, farnesol or terpinenol-(4) by splitting off the hydroxyl group or from the corresponding terpene by splitting off a hydrogen atom, Y represents an oxygen or sulphur atom, Alk represents a lower linear or branched C 2-8 alkylene group and R1 and R2 are the same or different and represent hydrogen atoms or cycloalkyl, aralkyl, aryl or saturated or unsaturated C 1-5 alkyl groups, in which case the alkyl groups may be closed to form a ring optionally containing another hetero atom, are prepared (a) by reacting a terpene alkyl ether or thioether of the general formula T-Y-Alk-Hal, wherein Hal represents a halogen atom, with an amine of the general formula R 1 R 2 NH in the presence of a basic substance, optionally in the presence of a solvent at temperatures from 0‹ to 200‹ C.; (b) by reacting a terpene halide of the general formula T-Hal with a compound of the general formula or (c) by alkylating a terpene alcohol or thioalcohol of the general formula T-YH with a compound of the general formula in the presence of alkali metals or silver or their compounds, and optionally in the presence of a solvent, at temperatures in the range from 0‹ to 200‹ C., and optionally converting the resulting free base to its acid addition salts or quaternary ammonium compounds.