Reaktion #64431

Reaktionsgleichung

3-bromophenol

ethyl 4-bromobutyrate

K2CO3

→

ethyl 4-(3-bromophenoxy)butyrate

Ausbeute 81.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThis mixture is extracted with ether
2. 2
   Extraktionthe ether extract
3. 3
   Waschenis washed with water
4. 4
   Trocknendried over MgSO4
5. 5
   FiltrationAfter filtration and concentration

Vorschrift

To a solution of 7.0 g of 3-bromophenol and 7.8 g of ethyl 4-bromobutyrate in 50 ml of DMF is added 11.2 g of K2CO3. The mixture is heated at 60° C. for 1 day and then poured into an ice-water mixture. This mixture is extracted with ether, and the ether extract is washed with water and dried over MgSO4. After filtration and concentration, a solution of 9.3 g of the ethyl 4-(3-bromophenoxy)butyrate obtained in 100 ml of THF is cooled to 0° C.; and 130 ml of a 1.5M solution of DIBAL-H in toluene is added dropwise. The reaction is stirred for 1 hour at 0° C. and 2 hours at room temperature, following which the reaction mixture is poured into a mixture of ice/3N HCl and extracted with ether. The ether extract is washed with water and dried over MgSO4. Filtration and concentration yields 4-(3 -Bromophenoxy)butan-1-ol.

Quelle