反応 #48221

反応方程式

4-Hydroxythiophenol

potassium tert-butoxide

3-chloro-1-propanol

→

4-(3-Hydroxy-propylsulfanyl)-phenol

溶媒

ethanol

反応条件

後処理

1. 1
   その他was obtained
2. 2
   workup.STIRRINGThe reaction mixture was stirred overnight at room temperature
3. 3
   ろ過the potassium chloride precipitate was filtered off
4. 4
   濃縮the filtrate was concentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate (150 mL)
6. 6
   抽出the organic layer was extracted with water (2×100 mL) and brine (100 mL)
7. 7
   乾燥dried over sodium sulphate
8. 8
   濃縮concentrated 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
    ろ過The solid product was filtered off
12. 12
    その他dried under high vacuum

実験手順

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.

出典