Glycerol → 1-[4-(trans-5-Hydroxydioxan-2-yl)phenyl]-4-pentylbicyclo[2.2.2]octane

Beteiligte Stoffe

Reaktionsschritte

A solution of 4-(4-pentylbicyclo[2.2.2]octyl)benzaldehyde (2.5 g, 8.5 mmol), glycerol (1.0 g, 8.5 mmol), pyridinium-(toluyl-4-sulphonate) (0.2 g) and toluene is heated for over 2 h so that the toluene/water mixture generated is continuously distilled off. The solution is evaporated down and the residue purified by column chromatography on silica gel using a 7:3 hexane/ethyl acetate mixture as eluent and recrystallisation from ethanol to yield 0.75 g (25%) of the 1-[4-(trans-5-hydroxydioxan-2-yl)phenyl]-4-pentylbicyclo[2.2.2]octane.

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