反应详情

Compound (1B) (7.99 g, 25.6 mmol) was taken up in EtOH (350 mL), and nitrogen gas was bubbled through the solution for five minutes before 10% Pd/C (1.6 g) was carefully added. The resulting mixture was put on the Parr Shaker under 60 psi hydrogen gas for 4 hours. By TLC, there was no starting material remaining. The reaction mixture was filtered through a 3 cm bed of celite, and the filtrate was concentrated to give 7.0 g of crude product. Purification by column chromatography eluting on 130 g of silica gel with a gradient of 5% EtOAc in hexanes through 10% EtOAc in hexanes afforded the titled compound (1C) as an off-white powder (4.223 g, (M+H)+=281, Mp=102.0–103.9° C.).

1. customnitrogen gas was bubbled through the solution for five minutes before 10% Pd/C (1.6 g)
2. additionwas carefully added
3. filtrationThe reaction mixture was filtered through a 3 cm bed of celite
4. concentrationthe filtrate was concentrated
5. customto give 7.0 g of crude product
6. customPurification by column chromatography
7. washeluting on 130 g of silica gel with a gradient of 5% EtOAc in hexanes through 10% EtOAc in hexanes