반응 #1066748

반응 방정식

KOH

5-hydroxymethylbenzo[b]thiophene

methyl iodide

→

colorless liquid

수율 70.0%

5-Methoxymethylbenzo [b]thiophene

수율 70.0%

용매

dimethylsulfoxide

dimethylsulfoxide

반응 조건

후처리

1. 1
   기타2 hours
2. 2
   여과The mixture was filtered
3. 3
   workup.ADDITIONdiluted with water (150 ml)
4. 4
   추출extracted with methylene chloride (200 ml) in three portions
5. 5
   세척The combined extracts were washed with water
6. 6
   건조dried over anhydrous Na2SO4
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   workup.DISTILLATIONDistillation

실험 절차

To a stirred mixture of powdered KOH (18.9 g, 0.336 mol) in dimethylsulfoxide (100 ml) was added 5-hydroxymethylbenzo[b]thiophene (13.8 g, 0.084 mol) in 25 ml of dimethylsulfoxide. Then methyl iodide (23.9 g, 0.168 mol) was added dropwise at ambient temperature over several minutes. Stirring was continued for 11/2 hours. The mixture was filtered, diluted with water (150 ml) and extracted with methylene chloride (200 ml) in three portions. The combined extracts were washed with water, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. This gave 14.1 g of amber liquid. Distillation gave 10.47 g of colorless liquid, b.p. 2.2 mm Hg 110°-111° C. (Yield 70%).

출처