반응 #572212

반응 방정식

2,5-dimethyl-2,5-dichlorohexane

thiophene

→

4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo[b]thiophene

용매

hexane

반응 조건

후처리

1. 1
   온도while cooling with ice
2. 2
   온도again cooled with ice
3. 3
   추출The mixture is extracted three times with ether
4. 4
   세척the organic phase is washed with saturated sodium bicarbonate solution
5. 5
   기타dried
6. 6
   기타evaporated
7. 7
   여과The thus-obtained black oil is firsly filtered over silica gel (eluting agent hexane)
8. 8
   workup.DISTILLATIONsubsequently distilled in a water-jet vacuum

실험 절차

90 g of 2,5-dimethyl-2,5-dichlorohexane and 195 ml of thiophene are dissolved in 400 ml of hexane. 54 ml of titanium tetrachloride are slowly added dropwise thereto while cooling with ice, the mixture is warmed to 40° C. for 1.5 hours, again cooled with ice and the dark red mixture is treated cautiously with ice-water. The mixture is extracted three times with ether, the organic phase is washed with saturated sodium bicarbonate solution, dried and evaporated. The thus-obtained black oil is firsly filtered over silica gel (eluting agent hexane) and subsequently distilled in a water-jet vacuum. There are obtained 18.5 g of 4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo[b]thiophene as a colorless liquid, b.p. 95°-96° C./10 mm.

출처