反应 #160411

反应方程式

ethyl α-bromoisobutyrate

cyclohexyl thiol

KOH

→

2-cyclohexylsulfanyl-2-methyl-propionic acid ethyl ester

收率 83.8%

溶剂

ethanol

反应条件

后处理

1. 1
   温度The reaction was heated
2. 2
   温度to reflux for 18 h
3. 3
   其他The solid (KBr) was separated by filtration
4. 4
   洗涤rinsed with ethanol (20 mL)
5. 5
   浓缩The filtrate was concentrated under reduced pressure
6. 6
   workup.DISSOLUTIONthe residue dissolved in DCM (50 mL)
7. 7
   洗涤The organic layer was washed with water (2×20 mL)
8. 8
   萃取The aqueous washes were back-extracted with DCM (10 mL)
9. 9
   洗涤The combined organics were washed with brine
10. 10
    干燥dried over Na2SO4
11. 11
    过滤Filtration and concentration under reduced pressure

实验过程

To a solution of 2.5 g (21.5 mmol) of cyclohexyl thiol in ethanol (75 mL) were added 1.2 g (21.5 mmol) of KOH pellets, followed by 4.2 g (21.5 mmol) of ethyl α-bromoisobutyrate. The reaction was heated to reflux for 18 h and then cooled to room temperature. The solid (KBr) was separated by filtration and rinsed with ethanol (20 mL). The filtrate was concentrated under reduced pressure and the residue dissolved in DCM (50 mL). The organic layer was washed with water (2×20 mL). The aqueous washes were back-extracted with DCM (10 mL). The combined organics were washed with brine, dried over Na2SO4. Filtration and concentration under reduced pressure afforded 4.15 g of 2-cyclohexylsulfanyl-2-methyl-propionic acid ethyl ester.

来源