反応 #47946

反応方程式

(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane

triethylamine

3-bromo-1-propanol

NaI

→

title compound

3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}-1-propanol

溶媒

ethyl acetate

tetrahydrofuran

反応条件

後処理

1. 1
   温度the resulting mixture was heated
2. 2
   温度at reflux for 4 hours
3. 3
   洗浄washed with water
4. 4
   乾燥dried over anhydrous Na2SO4
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The crude product was purified by a silica SPE cartridge (10 g)
7. 7
   洗浄eluting with dichloromethane/methanol from 99/1 to 97/3

実験手順

To a solution of (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane (151 mg, prepared following the procedure reported in WO 2005080382) in dry tetrahydrofuran (3.3 mL), triethylamine (0.112 mL), 3-bromo-1-propanol (0.073 mL) and NaI were added and the resulting mixture was heated at reflux for 4 hours. After cooling at room temperature it was diluted with ethyl acetate (20 mL), washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by a silica SPE cartridge (10 g) eluting with dichloromethane/methanol from 99/1 to 97/3 to give the title compound as a colourless oil (144 mg).

出典