تفاعل #160411

معادلة التفاعل

ethyl α-bromoisobutyrate

cyclohexyl thiol

KOH

→

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

المردود 83.8%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was heated
2. 2
   درجة الحرارةto reflux for 18 h
3. 3
   أخرىThe solid (KBr) was separated by filtration
4. 4
   غسيلrinsed with ethanol (20 mL)
5. 5
   تركيزThe filtrate was concentrated under reduced pressure
6. 6
   workup.DISSOLUTIONthe residue dissolved in DCM (50 mL)
7. 7
   غسيلThe organic layer was washed with water (2×20 mL)
8. 8
   استخلاصThe aqueous washes were back-extracted with DCM (10 mL)
9. 9
   غسيلThe combined organics were washed with brine
10. 10
    تجفيفdried over Na2SO4
11. 11
    ترشيحFiltration and concentration under reduced pressure

الإجراء التجريبي

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.

المصدر