반응 #48221

반응 방정식

4-Hydroxythiophenol

potassium tert-butoxide

3-chloro-1-propanol

→

4-(3-Hydroxy-propylsulfanyl)-phenol

용매

ethanol

반응 조건

후처리

1. 1
   기타was obtained
2. 2
   workup.STIRRINGThe reaction mixture was stirred overnight at room temperature
3. 3
   여과the potassium chloride precipitate was filtered off
4. 4
   농축the filtrate was concentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate (150 mL)
6. 6
   추출the organic layer was extracted with water (2×100 mL) and brine (100 mL)
7. 7
   건조dried over sodium sulphate
8. 8
   농축concentrated under reduced pressure
9. 9
   workup.DISSOLUTIONThe resulting oil was dissolved in dichloromethane (50 mL)
10. 10
    workup.WAIThexane (100 mL) and left
11. 11
    여과The solid product was filtered off
12. 12
    기타dried under high vacuum

실험 절차

4-Hydroxythiophenol (6.31 g, 50 mmol) was dissolved in ethanol (100 mL) and potassium tert-butoxide (6.72 g, 60 mmol) was added. The mixture was stirred until a clear, yellow solution was obtained. Then 3-chloro-1-propanol (4.20 ml, 50 mmol) was added with a syringe. The reaction mixture was stirred overnight at room temperature, the potassium chloride precipitate was filtered off and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (150 mL) and the organic layer was extracted with water (2×100 mL) and brine (100 mL), dried over sodium sulphate and concentrated under reduced pressure. The resulting oil was dissolved in dichloromethane (50 mL) and hexane (100 mL) and left standing open overnight. The solid product was filtered off and dried under high vacuum. Yield: 5.34 g (58%) pale yellow solid.

출처