Oxygen → D-Citronellol

Participants

Reaction Conditions

Reaction Steps

A 185 ml autoclave was charged in a glove box (O2 content<1 ppm) with 8.8 g geraniol VIII [(E)-3,7-dimethyl-2,6-octadien-1-ol], 75.2 mg ((S)-MeO-BIPHEP-TS-Na)Ru(OCOCF3)2, 31 ml ethyl acetate and 8 ml water. The hydrogenation was effected under vigorous stirring at 20 ° C. and 60 bar. After 68 hours the conversion amounted to 96%. The organic phase was separated and evaporated at 45 ° C./17 mbar. The residue consisted 92% (R)-Citronellol (A) and 4% by-product B. For purification the clear residue was destilled at 60° C./0.2 mbar. There were obtained 7.7 g (R)-Citronellol (A) [(R)-3,7-dimethyl-6-octen-1-ol] as a colourless oil; e.e. 97%.

Provenance & Evidence