반응 #50162

반응 방정식

4-methoxyphenol

1-bromo-2-ethylhexane

→

1-methoxy-4-(2'-ethylhexyloxy)benzene

수율 43.4%

용매

methanol

methanol

반응 조건

후처리

1. 1
   온도this mixture was heated
2. 2
   온도to reflux for 30 min
3. 3
   온도The mixture was then heated
4. 4
   온도to reflux for 18 hours
5. 5
   기타The solvent was removed in vacuo
6. 6
   workup.DISSOLUTIONthe residue dissolved in ether (200 ml)
7. 7
   세척washed with dilute aqueous sodium hydroxide (500 ml ) and water (500 ml )
8. 8
   건조dried over MgSO4
9. 9
   농축concentrated in vacuo again
10. 10
    workup.DISTILLATIONDistillation at 120° C./0.1 mm Hg

실험 절차

Sodium metal (6.50 g, 283 mmol) was dissolved in dry methanol (100 ml) under Ar to give a 2.5M solution of sodium methoxide. A solution of 4-methoxyphenol (29.3 g, 236 mmol) in dry methanol (150 ml) was added and this mixture was heated to reflux for 30 min. After cooling to room temperature, a solution of 1-bromo-2-ethylhexane (46.5 g, 259 mmol) in dry methanol (150 ml) was added dropwise. The mixture was then heated to reflux for 18 hours. The solvent was removed in vacuo, the residue dissolved in ether (200 ml), washed with dilute aqueous sodium hydroxide (500 ml ) and water (500 ml ), dried over MgSO4 and concentrated in vacuo again. Distillation at 120° C./0.1 mm Hg afforded 24.2 g (43%) 1-methoxy-4-(2'-ethylhexyloxy)benzene.

출처