Reaktion #2926

Reaktionsgleichung

hydrochloric acid

Tetrabutylammonium fluoride

2,4-dimethyl-5-oxazolyl 3-furyl ketone

(trifluoromethyl) trimethylsilane

sodium hydrogen carbonate

→

1-(2,4-Dimethyl-5-oxazolyl)-1-(3-furyl)-2,2,2-trifluoroethanol

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane
2. 2
   SonstigeThe material thus obtained
3. 3
   Sonstigewas purified by flash chromatography and recrystallisation from diethyl ether

Vorschrift

Tetrabutylammonium fluoride (250 mg) was added to a stirred solution of 2,4-dimethyl-5-oxazolyl 3-furyl ketone (1.7 g) and (trifluoromethyl) trimethylsilane (1.9 g) in dry tetrahydrofuran (30 ml) at -10° C. The mixture was allowed to warm to room temperature. After 45 minutes 6M hydrochloric acid (30 ml) was added. After 1 hour the mixture was basified by the addition of saturated aqueous sodium hydrogen carbonate and then extracted with dichloromethane. The material thus obtained was purified by flash chromatography and recrystallisation from diethyl ether.

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