GB190226362A - Improvements relating to the Manufacture or Recovery of Terpene-alcohols and to the Manufacture of Perfumes. - Google Patents

Abstract

26,362. Wetter, J., [Heine & Co.]. Nov. 29. Linalool acetate nerol.-Relates to the preparation of a new terpene alcohol, C10H18O, called "nerol," which has a rose odour and which, when dissolved either alone or with its fatty acid esters in water, alcohol, essential or fatty oils, &c., can be used as a perfume. It may be mixed with other perfumes. It is optically inactive, is isomeric with geraniol, and possesses two double bonds. Nerol, which forms an important part of nerolic oil, can be most cheaply prepared from petitgrain oil. Petitgrain oil, after being saponified with aqueous or alcoholic alkalies, is fractionated either by steam or in vacuo, whereby the low boiling portions, consisting chiefly of linalool, are removed. The higher boiling fractions consisting of geraniol, terpineol, and nerol, are boiled with phthalic or other dibasic acid anhydride and benzene under a reflux apparatus. The primary alcohols geraniol and nerol are converted into acid esters, linalool and terpineol being unaffected. The unaltered anhydride is separated by adding petroleum ether, freezing, and sucking off the liquid. The esters remaining are dissolved in dilute soda, freed from smeil by shaking with ether, and saponified by potash. The nerol and geraniol are rectified in vacuo or by steam, and the nerol is separated by adding calcium chloride, which forms with geraniol a compound insoluble in petroleum ether, and shaking with petroleum ether. The ether solution is separated, and the ether is distilled off. The petitgrain oil may be first fractionated, and only the portion containing nerol separated, the linalool being then separated as linalool acetate. The mixture of nerol and geraniol may be used as perfume.