Reaktion #64416

Reaktionsgleichung

4-(trifluoromethoxy)phenol

8-bromo-1-octanol

K2CO3

HCl

→

8-(4-(trifluoromethoxy)-phenoxy)-1-octanol

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture is extracted three times with ethyl acetate
2. 2
   WaschenThe combined extracts are washed with brine
3. 3
   Trocknendried over MgSO4
4. 4
   FiltrationAfter filtration and concentration
5. 5
   Sonstigethe crude product is purified by flash chromatography on silica gel
6. 6
   Wascheneluting with a 4:1 hexane/ethyl acetate mixture

Vorschrift

A mixture of 5.0 g of 4-(trifluoromethoxy)phenol, 5.87 g of 8-bromo-1-octanol, and 7.76 g of K2CO3 in 56 ml of anhydrous dimethylformamide is stirred and heated at 80° C. for 16 hours. The reaction mixture is poured into dilute HCl solution and the mixture is extracted three times with ethyl acetate. The combined extracts are washed with brine and dried over MgSO4. After filtration and concentration, the crude product is purified by flash chromatography on silica gel, eluting with a 4:1 hexane/ethyl acetate mixture to give the title compound 8-(4-(trifluoromethoxy)-phenoxy)-1-octanol.

Quelle