Reaktion #722653

Reaktionsgleichung

water

heptyl bromide

sodium hydride

4-(2-(2-hydroxyphenyl)ethyl)-4-methyl-2-oxazolidinone

→

compound

Ausbeute 83.1%

4-(2-(2-Heptyloxyphenyl)ethyl)-4-methyl-2-oxazolidinone

Ausbeute 83.1%

Lösungsmittel

tetrahydrofuran

dimethylformamide

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder ice-cooling
2. 2
   workup.STIRRINGthe mixture was stirred at the same temperature for 5.5 hours
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with a saturated brine
5. 5
   Trocknendried over magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled away under reduced pressure

Vorschrift

To a suspension of sodium hydride (90 mg) in dimethylformamide (1 ml), under ice-cooling, a solution of 4-(2-(2-hydroxyphenyl)ethyl)-4-methyl-2-oxazolidinone (0.50 g) in dimethylformamide (2 ml) was added and the mixture was stirred at room temperature for 2 hours. To the solution, a solution of heptyl bromide (0.47 g) in tetrahydrofuran (2 ml) was added and the mixture was stirred at the same temperature for 5.5 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated brine and dried over magnesium sulfate. The solvent was distilled away under reduced pressure and the residue was subjected to silica gel chromatography (eluent; hexane ethyl acetate=1:1) to give the subject compound (0.60 g).

Quelle