2-Phenylethanol → HCID 15875395, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 183 g phenylethyl alcohol, 980 g cyclohexane and 14 g AMBERLYST® 15 was heated to reflux (83° C.) with stirring. cyclooctene over a period of 3 hrs. After refluxing for 13 hrs at 83-89° C. the mixture was filtrated and concentrated on a rotatory evaporator at 45° C. and 25 mbar resulting in 233 g concentrate, containing 17% cyclooctene, 58% phenylethyl alcohol and 18% phenylethyl cyclooctyl ether and 2% diphenylethyl ether by GC analysis, which was vacuum distilled. The fraction with a boiling range of 89-103° C. at 0.7 mbar (13 g containing 7% phenylethyl alcohol, 80% phenylethyl cyclooctyl ether and 10% diphenylethyl ether by GC analysis) was subjected to flash column chromatography over silica with a 1:25 diethyl ether/pentane mixture, yielding 5 g phenylethyl cyclooctyl ether of 97.4% purity by GC analysis, nD20=1.5175.

Provenance & Evidence