Abstract
The homogeneous mixtures of sesquiterpene hydrocarbons as β-caryophyllene (1), humulene (2), β-and γ-elemenes [(3) and (4)], α- and β-selinenes [(5) and (6)], thujopsene (7), longifolene (8) or α cedrene (9), and acetic acid were passed through in glass tube packed with cation exchange resin at room temperature. The hydration of (1) took place to give β-caryophyllene alcohol (10), dihydroneocloven-4β-ol, and dihydrocloven-9β-ol (12), along with isomerization products, neoclovene (1a) and clovene (1b). Humulol (13), was obtained by hydration of (2) in high selectivity. Only elemol (14) was obtained from (3) and (4). A similar hydration of (5) and (6) was found to afford three products, γ-eudesmol (15), α-eudesmol (16), and β-eudesmol (17). And also, the hydration of (7) gave widdrol (18), along with widdrene (7a), isowiddrene (7b), and β-chamigrene (7c). Compound (8) or (9) has no reaction to an offer. * Stadies on the Hydration of Terpenes. XVI.
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