Reaktion #987841

Reaktionsgleichung

water

(4S,5S)-5-(4-tert-butylphenyl)-4-methyl-oxazolidin-2-one

potassium tert-butoxide

iodoethane

→

(4S,5S)-5-(4-tert-Butylphenyl)-4-methyl-3-ethyl-oxazolidin-2-one

Lösungsmittel

N,N-dimethylformamide

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with 30 mL ethyl acetate
2. 2
   WaschenThe organic phase was washed with two 10 mL portions water
3. 3
   Trocknendried (magnesium sulfate)
4. 4
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 1 g (4.3 mmole) (4S,5S)-5-(4-tert-butylphenyl)-4-methyl-oxazolidin-2-one p in 10 mL N,N-dimethylformamide was added 5.2 mL (5.2 mmole) 1 M potassium tert-butoxide in tetrahydrofuran. To the resulting gel was added 0.4 mL (4.7 mmole) iodoethane. The reaction mixture was heated at 70° C. for 1 hr. Cold water (25 mL) was added and the mixture was extracted with 30 mL ethyl acetate. The organic phase was washed with two 10 mL portions water, dried (magnesium sulfate) and concentrated under reduced pressure. (4S,5S)-5-(4-tert-Butylphenyl)-4-methyl-3-ethyl-oxazolidin-2-one q was isolated as a crystalline solid from ethyl acetate/hexane, 1.06 g. M+H=261.

Quelle