反応 #2074876

反応方程式

sodium bicarbonate

cis-1-{2-[4-(6-methoxy-2-phenyl 1,2,3,4-tetrahydronaphthalen-1-yl)phenoxy]ethyl}pyrrolidine

boron tribromide

→

lasofoxifene

収率 74.0%

溶媒

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   その他The organic layer was separated
2. 2
   乾燥dried over sodium sulfate
3. 3
   ろ過filtered
4. 4
   濃縮concentrated

実験手順

To a solution of 400 mg (0.94 mmol) of cis-1-{2-[4-(6-methoxy-2-phenyl 1,2,3,4-tetrahydronaphthalen-1-yl)phenoxy]ethyl}pyrrolidine in 25 mL of methylene chloride at 0° C. was added, dropwise with stirring, 4.7 ml (4.7 mmol) of a 1.0 M solution of boron tribromide in methylene chloride. After 3 hours at room temperature, the reaction was poured into 100 mL of rapidly stirring saturated aqueous sodium bicarbonate. The organic layer was separated, dried over sodium sulfate, filtered, and concentrated to afford 287 mg (74% yield) of lasofoxifene as the free base.

出典