Reaktion #968964

Reaktionsgleichung

water

TBT-CH2OH

(5-(7-(Thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)methanol

vinylbenzyl chloride

sodium hydride

DMF

→

4-(Thiophen-2-yl)-7-(5-((4-vinylbenzyloxy)methyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with DCM (3×30 mL)
2. 2
   WaschenThe combined organic phases were consecutively washed with water and brine solution
3. 3
   Trocknendried over MgSO4
4. 4
   SonstigePurification by silica gel column chromatography with hexane
5. 5
   Sonstigechloroform in a ratio 3:1 (v/v) gave orange powder of St-TBT (1.2 g, 64.8%)

Vorschrift

To a solution of 1.37 g (4.15 mmol) of TBT-CH2OH and 0.71 mL (5 mmol) of vinylbenzyl chloride in 60 mL DMF was added 200 mg (8.3 mmol) sodium hydride. The mixture was stirred at room temperature overnight, poured into 300 mL water and extracted with DCM (3×30 mL). The combined organic phases were consecutively washed with water and brine solution and dried over MgSO4. Purification by silica gel column chromatography with hexane:chloroform in a ratio 3:1 (v/v) gave orange powder of St-TBT (1.2 g, 64.8%).

Quelle