Beta-citronellol, (S)- → Pulegone, (-)-

Beteiligte Stoffe

Reaktionsschritte

10 l of CH2Cl2 and 1704 g (7.89M) of pyridinium chlorochromate were introduced in a four neck reaction vessel equipped with a mechanical stirrer, a thermometer, a condenser and an inlet tube for nitrogen. To this mixture and under nitrogen, 400 g (2.56M) of (-)-(S)-β-citronellol were added while the temperature was kept at 15°-20°. Stirring was then carried on for 60 h at room temperature. After filtration, the mixture was extracted with CH2Cl2 and the combined organic extracts were washed with 15% HCl, saturated NaHCO3, then with water until neutrality. Evaporation and distillation on residue at 7.8 mmHg gave 206.9 g of (-)-pulegone and (-)-isopulegone (40:60) (yield 37%). B.p. 62°/7.8 mmHg).

Herkunft & Nachweise