反应详情

To a stirred solution of (2R)-(4E)-5-(5-isopropoxy-3-pyridyl)-4-penten-2-ol (8.50 g, 38.46 mmol) in dry pyridine (30 mL) at 0° C. was added p-toluenesulfonyl chloride (14.67 g, 76.92 mmol). The reaction mixture was stirred for 24 h at ambient temperature. The pyridine was removed by rotary evaporation. Toluene (50 mL) was added to the residue and removed by rotary evaporation. The crude product was stirred with a saturated solution of sodium bicarbonate (100 mL) and extracted with chloroform (3×100 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to yield a dark-brown, viscous oil (11.75 g, 81.5%).

1. customThe pyridine was removed by rotary evaporation
2. additionToluene (50 mL) was added to the residue
3. customremoved by rotary evaporation
4. stirringThe crude product was stirred with a saturated solution of sodium bicarbonate (100 mL)
5. extractionextracted with chloroform (3×100 mL)
6. dry with materialThe combined chloroform extracts were dried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated by rotary evaporation