反应详情

To a suspension of compound 56 (6.0 g, 22.6 mmol) in CH2Cl2 (100 mL) were added oxalyl chloride (2.4 mL, 27.1 mmol) and catalytic amounts of DMF at room temperature. The mixture was stirred at room temperature for 2 hours. The mixture was evaporated in vacuo and dried under high vacuum. The crude acid chloride was dissolved with benzene (100 mL) and cooled to 0° C. To the reaction mixture was added AlCl3 (6.9 g, 52.0 mmol) portionwise at 0° C. The mixture was stirred at 90° C. for 15 hours. The mixture was cooled to rt and evaporated in vacuo. The residue was cooled to 0° C. and aq. 1N HCl solution was added. The mixture was extracted with EtOAc (150 mL×1). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the compound 166 (7.33 g, quantitative yield).

1. customThe mixture was evaporated in vacuo
2. customdried under high vacuum
3. dissolutionThe crude acid chloride was dissolved with benzene (100 mL)
4. temperaturecooled to 0° C
5. stirringThe mixture was stirred at 90° C. for 15 hours
6. temperatureThe mixture was cooled to rt
7. customevaporated in vacuo
8. temperatureThe residue was cooled to 0° C.
9. additionaq. 1N HCl solution was added
10. extractionThe mixture was extracted with EtOAc (150 mL×1)
11. dry with materialThe organic layer was dried over MgSO4
12. filtrationfiltered
13. concentrationconcentrated in vacuo
14. customThe residue was purified by silica gel column chromatography