Reaction #531838

Reaction equation

2-Allylthiophene

trichlorosilane

→

2-(3-trichlorosilylpropyl)thiophene

Solvents

toluene

Conditions

Workup

1. 1
   Otherequipped with a reflux condenser and a dropping funnel
2. 2
   workup.ADDITIONUpon completion of the addition
3. 3
   Temperaturemaintained at that temperature for 2 h
4. 4
   workup.DISTILLATIONThen, the mixture was distilled at 150° C.

Procedure

2-Allylthiophene (25 g), 13 g of anhydrous toluene (13 g), and 250 mg of Platinum Catalyst were combined under nitrogen in a three-neck flask equipped with a reflux condenser and a dropping funnel. Then, 30 g of trichlorosilane was added drop-wise to the mixture. Upon completion of the addition, the mixture was heated to 60° C. and maintained at that temperature for 2 h. Then, the mixture was distilled at 150° C. and 0.02 ton to give 2-(3-trichlorosilylpropyl)thiophene as a colorless liquid: 1H NMR (CDCl3) δ 7.16 (dd, 1H, J=5.1, 0.9 Hz); 6.95 (dd, 1H, J=4.8, 3.3 Hz); 6.83 (m, 1H); 2.96 (t, 2H, J=7.2 Hz); 1.98 (m, 2H); 1.46 (m, 2H).

Source