Oxygen → D-Citronellol

Participants

Reaction Steps

A 500 ml autoclave was charged in a glove box (O2 content <1 ppm) with 27.0 g (175.0 mmol) of geraniol, 136 ml of methanol and 3.6 mg of Ru(CF3COO)2 [(S)-(MeO)3BIPHEP] as the catalyst. The hydrogenation was effected at 20° C. and 60 bar. The conversion after 23 hours amounted to 89.4%. The hydrogenation solution was evaporated at 45° C./17 mbar and the crude product was distilled at 60°-65° C./0.03 mbar. There were obtained 26.4 g of (R)-citronellol, which still contained 10.6% of unreacted geraniol, as a colourless oil; e.e. 98.9%.

Provenance & Evidence