(5S)-5-methyl-2-propan-2-ylidenecyclohexan-1-one

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 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). equipped with a mechanical stirrer was kept at 15°-20° was then carried on for 60 h at room temperature After filtration the mixture was extracted with CH2Cl2 the combined organic extracts were washed with 15% HCl, saturated NaHCO3 Evaporation and distillation on residue at 7.8 mmHg

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 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). equipped with a mechanical stirrer was kept at 15°-20° was then carried on for 60 h at room temperature After filtration the mixture was extracted with CH2Cl2 the combined organic extracts were washed with 15% HCl, saturated NaHCO3 Evaporation and distillation on residue at 7.8 mmHg

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 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). equipped with a mechanical stirrer was kept at 15°-20° was then carried on for 60 h at room temperature After filtration the mixture was extracted with CH2Cl2 the combined organic extracts were washed with 15% HCl, saturated NaHCO3 Evaporation and distillation on residue at 7.8 mmHg

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 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). equipped with a mechanical stirrer was kept at 15°-20° was then carried on for 60 h at room temperature After filtration the mixture was extracted with CH2Cl2 the combined organic extracts were washed with 15% HCl, saturated NaHCO3 Evaporation and distillation on residue at 7.8 mmHg