Reaktion #1903939

Reaktionsgleichung

4-fluorobenzoic acid ethyl ester

cis-2,6-dimethylmorpholine

potassium carbonate

water

→

4-(cis-2,6-dimethylmorpholin-4-yl)benzoic acid ethyl ester

Ausbeute 11.8%

Lösungsmittel

dimethylsulfoxide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Trocknendried over magnesium sulfate
2. 2
   FiltrationThe magnesium sulfate was filtered off
3. 3
   Einengenthe filtrate was concentrated under reduced pressure
4. 4
   SonstigeThe residue was purified by silica gel chromatography (5:1 hexane-ethyl acetate elution)

Vorschrift

A solution of 4-fluorobenzoic acid ethyl ester (3 g), cis-2,6-dimethylmorpholine (2.26 g) and potassium carbonate (2.47 g) in dimethylsulfoxide (60 ml) was stirred for 18 hours at 80° C. The reaction mixture was added to a mixture of water and ethyl acetate. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (5:1 hexane-ethyl acetate elution) to give 4-(cis-2,6-dimethylmorpholin-4-yl)benzoic acid ethyl ester (555 mg).

Quelle