反应详情

温度

120 °C

PTSA (819 mg, 4.315 mmol) was added portionwise to a stirred mixture of 1-(3-bromo-pyridin-4-yl)-cyclopentanol (I-34a: 520 mg, 2.15 mmol) in 25 mL of toluene. The resulting mixture was heated to reflux at 120° C. for 4 hours. The reaction was monitored by TLC (20% ethyl acetate in hexane). The reaction mixture was concentrated, basified with aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was washed with water, brine solution, dried over anhydrous sodium sulphate and concentrated to afford the crude product. Purification by column chromatography on silica gel (8% ethyl acetate in hexane) afforded 350 mg of the product (73% yield).

1. temperatureThe resulting mixture was heated
2. concentrationThe reaction mixture was concentrated
3. extractionextracted with ethyl acetate
4. washThe organic layer was washed with water, brine solution
5. dry with materialdried over anhydrous sodium sulphate
6. concentrationconcentrated
7. customto afford the crude product
8. customPurification by column chromatography on silica gel (8% ethyl acetate in hexane)