تفاعل #51272

معادلة التفاعل

2-methyl-4-bromo-2-butene

3-methoxythiophenol

sodium hydroxide

→

expected compound

المردود 90.4%

1-methoxy-3-(3-methylbut-2-enylsulphanyl)benzene

المردود 90.4%

المذيبات

acetone

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is heated
2. 2
   درجة الحرارةat reflux for three hours
3. 3
   workup.ADDITIONis added dropwise
4. 4
   درجة الحرارةReflux
5. 5
   درجة الحرارةis maintained for sixteen hours
6. 6
   أخرىthe reaction mixture is evaporated to dryness
7. 7
   workup.ADDITIONWater is added
8. 8
   استخلاصextraction
9. 9
   غسيلthe organic phase is washed with water
10. 10
    تجفيفdried over magnesium sulphate
11. 11
    ترشيحfiltered
12. 12
    أخرىthe solvents are evaporated
13. 13
    أخرىThe residue obtained
14. 14
    workup.DISTILLATIONis distilled under reduced pressure (5×10−2 bar/113° C.)

الإجراء التجريبي

50.45 g (360.0 mmol) of 3-methoxythiophenol, 360 ml of acetone and 14.40 g (360.0 mmol) of sodium hydroxide pellets are introduced into a one liter round-bottomed flask under a nitrogen atmosphere and the mixture is heated at reflux for three hours. A solution composed of 53.6 g (360.0 mmol) of 2-methyl-4-bromo-2-butene and of 60 ml of acetone is added dropwise. Reflux is maintained for sixteen hours and the reaction mixture is evaporated to dryness. Water is added, extraction is carried out with ethyl acetate, the organic phase is washed with water and then using a saturated sodium chloride solution, dried over magnesium sulphate and filtered, and the solvents are evaporated. The residue obtained is distilled under reduced pressure (5×10−2 bar/113° C.) to produce 67.81 g (90%) of the expected compound in the form or a pale-yellow oil.

المصدر