تفاعل #2006436

معادلة التفاعل

1-ethyl-2-methoxycyclohexanol

n-butyllithium

hexane

methacryloyl chloride

→

1-ethyl-2-methoxycyclohexyl methacrylate

المذيبات

—

ice water

ether

ether

ظروف التفاعل

المعالجة

1. 1
   أخرىequipped with a water condenser, addition funnel and a nitrogen inlet
2. 2
   درجة الحرارةThis solution was cooled in an ice/water bath
3. 3
   درجة الحرارةheated
4. 4
   درجة الحرارةto reflux for 30 minutes
5. 5
   درجة الحرارةThe reaction mixture was cooled to room temperature
6. 6
   أخرىquenched with 125 ml of deionized water
7. 7
   أخرىThe organic phase was separated
8. 8
   استخلاصthe water phase was extracted with 50 ml ether
9. 9
   غسيلThe combined ether solutions were washed with 100 ml brine
10. 10
    تجفيفdried over anhydrous magnesium sulfate
11. 11
    أخرىThe solvent was removed in a rotary evaporator
12. 12
    أخرىthe crude product was chromatographed on a neutral alumina column

الإجراء التجريبي

1-ethyl-2-methoxycyclohexanol from the previous step (10 g, 0.063 mole) in 50 ml ether was placed in a three neck flask equipped with a water condenser, addition funnel and a nitrogen inlet. This solution was cooled in an ice/water bath and n-butyllithium, 1.6 molar in hexane (45 ml, 0.072 mole) was added dropwise. The contents were allowed to warm to room temperature and stirred for 30 minutes. The mixture was cooled again in ice/water bath and methacryloyl chloride (7.31 g, 0.070 mole) in 25 ml ether was added dropwise and heated to reflux for 30 minutes. The reaction mixture was cooled to room temperature and quenched with 125 ml of deionized water. The organic phase was separated and the water phase was extracted with 50 ml ether. The combined ether solutions were washed with 100 ml brine and dried over anhydrous magnesium sulfate. The solvent was removed in a rotary evaporator and the crude product was chromatographed on a neutral alumina column using hexane as elutant. The product was a clear liquid (9.79 g) which was characterized by NMR and IR.

المصدر