反应详情

To a dimethylacetamide (80 ml) solution of the compound (19) (8.41 g), while stirring and cooling with ice, a dimethylacetamide (76 ml) solution of phosphorus oxychloride (POCl3) (92 g) was added dropwise over 40 minutes. After the addition of the POCl3 solution, it was further stirred for 5 hours at room temperature, and then poured into water (800 ml). The solution was made basic (pH 10) by the addition of aqueous potassium hydroxide, and was extracted 5 times with benzene. The benzene solutions were mixed, washed with water and dried. From the benzene solution, the solvent was distilled off to obtain an oily substance. It was purified by silica gel column chromatography (650 g), eluting with benzene. The second-eluted part gave 1-acetyl-7-isopropylazulene (20) (4.29 g, 41%) in a red oily state.

1. temperaturecooling with ice
2. extractionwas extracted 5 times with benzene
3. additionThe benzene solutions were mixed
4. washwashed with water
5. customdried
6. distillationFrom the benzene solution, the solvent was distilled off
7. customto obtain an oily substance
8. customIt was purified by silica gel column chromatography (650 g)
9. washeluting with benzene