Reaktion #12059

Reaktionsgleichung

trans-2-bromo-1-indanol

toluenesulfonic acid

→

light yellow oil

Ausbeute 96.1%

2-bromoindene

Ausbeute 96.1%

Lösungsmittel

toluene

—

hexanes

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThis was capped with a Dean-Stark trap
2. 2
   Temperaturheated
3. 3
   Temperaturto reflux for two hours at which time the system
4. 4
   Sonstigethe volatiles removed in vacuo
5. 5
   Sonstigeto leave a dark oil
6. 6
   Wascheneluted through a silica pad
7. 7
   SonstigeRemoval of the volatiles in vacuo

Vorschrift

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.

Quelle