Reaktion #1132507

Reaktionsgleichung

Water

Ethyldiisopropylamine

chloromethyl methyl ether

4-propylphenol

→

product

1-(Methoxymethoxy)-4-propylbenzene

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto form a reaction solution
2. 2
   workup.WAITleft overnight at normal temperature
3. 3
   Extraktionthe reaction solution was extracted with ethyl acetate
4. 4
   WaschenThe extract was washed with water and saturated brine in that order
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   SonstigeThe anhydrous sodium sulfate was removed by filtration
7. 7
   Sonstigethe solvent was removed by distillation under reduced pressure
8. 8
   SonstigeThe resultant product was purified by silica gel column chromatography (hexane:ethyl acetate=9:1)

Vorschrift

Ethyldiisopropylamine (10.3 mL) and chloromethyl methyl ether (4.5 mL) were added to a solution of 4-propylphenol (4.09 g) in methylene chloride (60 mL) under ice cooling to form a reaction solution. This reaction solution was stirred for 15 minutes under ice cooling, and then left overnight at normal temperature. Water was added to the reaction solution, and the reaction solution was extracted with ethyl acetate. The extract was washed with water and saturated brine in that order, and then dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was removed by filtration, and then the solvent was removed by distillation under reduced pressure. The resultant product was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to obtain the target product (4.50 g) as a colorless oil.

Quelle