Réaction #1448231

Équation de réaction

2-bromo-hexanoic acid methyl ester

4-fluoro-3-methylphenol

K2CO3

→

title compound

Rendement 76.4%

2-(4-Fluoro-3-methyl-phenoxy)-hexanoic acid methyl ester

Rendement 76.4%

Solvants

DMF

water

Conditions de réaction

Traitement

1. 1
   Extractionextracted with dichloromethane (60 mL×3)
2. 2
   Séchagedried over anhydrous Na2SO4
3. 3
   AutreAfter removing the solvent under reduced pressure
4. 4
   Autrethe product was isolated by Flash chromatography (silica gel)
5. 5
   Lavageeluting with 0-20% ethyl acetate/hexanes

Mode opératoire

To a solution of 2-bromo-hexanoic acid methyl ester (0.500 g, 2.404 mmol) and 4-fluoro-3-methylphenol (0.303 g, 2.404 mmol) in 15 mL of DMF, was added K2CO3 (1.661 g, 12.020 mmol). After stirring at room temperature under N2 for 88 h, the reaction mixture was diluted with 60 mL of water and extracted with dichloromethane (60 mL×3). The organic extracts were combined and dried over anhydrous Na2SO4. After removing the solvent under reduced pressure, the product was isolated by Flash chromatography (silica gel) eluting with 0-20% ethyl acetate/hexanes to give the title compound as yellow oil (0.467 g, 76% yield). LC-MS: tR=10.5 min; m/z 255 (M+H)+.

Source