反応 #12059

反応方程式

trans-2-bromo-1-indanol

toluenesulfonic acid

→

light yellow oil

収率 96.1%

2-bromoindene

収率 96.1%

溶媒

toluene

—

hexanes

反応条件

後処理

1. 1
   その他This was capped with a Dean-Stark trap
2. 2
   温度heated
3. 3
   温度to reflux for two hours at which time the system
4. 4
   その他the volatiles removed in vacuo
5. 5
   その他to leave a dark oil
6. 6
   洗浄eluted through a silica pad
7. 7
   その他Removal of the volatiles in vacuo

実験手順

A 500 mL flask was charged with 25.5 g (120 mmol) of trans-2-bromo-1-indanol, 1 g of toluenesulfonic acid and 350 mL of toluene. This was capped with a Dean-Stark trap and heated to reflux for two hours at which time the system was cooled to room temperature and the volatiles removed in vacuo to leave a dark oil. The residue was taken up into hexanes and eluted through a silica pad using hexanes. Removal of the volatiles in vacuo gave 22.5 g (96 percent) of a light yellow oil.

出典