Reaktion #2027419

Reaktionsgleichung

3-ethyl-4-(4-isopropoxyphenoxy)phenol

potassium carbonate

1,1,3-tribromo-1-propene

→

3-ethyl-4-(4-isopropoxyphenoxy)-1-(3,3-dibromo-2-propenyloxy)benzene

Ausbeute 71.3%

Lösungsmittel

N,N-dimethylformamide

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea solution prepared
2. 2
   workup.ADDITIONwas added dropwise at room temperature
3. 3
   workup.STIRRINGAfter stirring at room temperature for 12 hours
4. 4
   Extraktionextracted twice with 50 ml of diethyl ether
5. 5
   Waschenwashed with water
6. 6
   Trocknendried over anhydrous magnesium sulfate
7. 7
   Einengenconcentrated
8. 8
   Sonstigeto give a crude product

Vorschrift

To a mixture of 0.65 g of 3-ethyl-4-(4-isopropoxyphenoxy)phenol, 0.35 g of potassium carbonate and 10 ml of N,N-dimethylformamide, a solution prepared by dissolving 0.73 g of 1,1,3-tribromo-1-propene in 5 ml of N,N-dimethylformamide was added dropwise at room temperature with stirring. After stirring at room temperature for 12 hours, the reaction solution was poured into ice-water, and extracted twice with 50 ml of diethyl ether. Then, the ether layers were combined, washed with water, dried over anhydrous magnesium sulfate and then concentrated to give a crude product. This crude product was subjected to silica gel chromatography to give 0.80 g of 3-ethyl-4-(4-isopropoxyphenoxy)-1-(3,3-dibromo-2-propenyloxy)benzene, yield 71%: nD23.0 1.5761.

Quelle