反应详情

温度

65 °C

To the suspension of compound 30 (11.3 g, 30 mmol) in toluene (150 mL) was added thionyl chloride (13 mL, 180 mmol), followed by DMF (a few drops). The reaction mixture was heated at 65° C. for 4.5 hrs, and evaporated under reduced pressure. The mixture was coevaporated with toluene (2×) to afford a brown solid. To the solution of the brown solid in CH2Cl2 (120 ml) at 0° C. was added phenol (11.28 g, 120 mmol), followed by slow addition of pyridine (14.6 mL, 180 mmol). The reaction mixture was allowed to warm to 25° C. and stirred for 14 hrs. Solvents were removed under reduced pressure. The mixture was diluted with EtOAc, and washed with water (3×) and brine (1×), and dried over MgSO4. Concentration gave a dark oil, which was purified by flash column chromatography (hexanes/EtOAc=3/1 to 1/1) to afford compound 31 (9.8 g).

1. customevaporated under reduced pressure
2. customto afford a brown solid
3. temperatureto warm to 25° C.
4. customSolvents were removed under reduced pressure
5. additionThe mixture was diluted with EtOAc
6. washwashed with water (3×) and brine (1×)
7. dry with materialdried over MgSO4
8. concentrationConcentration
9. customgave a dark oil, which
10. customwas purified by flash column chromatography (hexanes/EtOAc=3/1 to 1/1)