反応 #77702

反応方程式

Water

2-bromo-4,5-difluoroaniline

sodium carbonate

trifluoroacetic anhydride

→

product

7,8-Difluoro-1,2,3,4-tetrahydrocyclopent[b]indol-4-yl2-propylamine fumarate

溶媒

ether

反応条件

後処理

1. 1
   抽出the mixture was extracted with dichloromethane (3×100 mL)
2. 2
   乾燥dried (magnesium sulfate)
3. 3
   ろ過filtered
4. 4
   濃縮concentrated in vacuo

実験手順

To a stirred solution of 2-bromo-4,5-difluoroaniline [H. Ishikawa, T. Uno, H, Miyamoto, H. Hiraki, H. Tamaoka, M. Tominaga and K. Nakagawa, Chem. Pharm. Bull., 1990, 38(9), 2459-2462] (72 g, 34 mmol) in ether (50 mL) at 0° C. was added sodium carbonate (5.4 g, 44 mmol) and trifluoroacetic anhydride (6.2 mL, 44 mmol). The reaction mixture was stirred at room temperature for 1 h. Water (100 mL) was added and the mixture was extracted with dichloromethane (3×100 mL). The organic extracts were combined, dried (magnesium sulfate), filtered and concentrated in vacuo to give the product (9.9 g, 94%) as a white solid. IR νmax (Nujol)/cm−1 3270, 1716, 1550, 1489, 1465, 1226, 1181, 919, 876 and 821; NMR δH (400 MHz, CDCl3) 7.45-7.5 (1H, dd, J 7.5 Hz), 8.28-8.34 (1H, dd, J 8 Hz) and 8.36 (1H, br s).

出典