Reaktion #976328

Reaktionsgleichung

Water

(S)-3-benzyloxy-2-fluoropropan-1-ol

imidazole

tert-butyldimethylchlorosilane

→

title compound

Ausbeute 97.5%

(R)-(3-Benzyloxy-2-fluoropropoxy)-tert-butyldimethylsilane

Ausbeute 97.5%

Lösungsmittel

N,N-dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was cooled on ice
2. 2
   WaschenThe organic layer was washed with water
3. 3
   Trocknena saturated aqueous solution of ammonium chloride, water and brine in that order and then dried over anhydrous magnesium sulfate
4. 4
   FiltrationAfter filtration
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   Sonstigethe residue was purified by silica gel column chromatography

Vorschrift

After dissolving (S)-3-benzyloxy-2-fluoropropan-1-ol (CAS 197389-28-9) (6.00 g) and imidazole (2.44 g) in N,N-dimethylformamide (60 ml), the mixture was cooled on ice. Next, tert-butyldimethylchlorosilane (5.57 g) was added and the mixture was stirred at room temperature for 16 hours. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with water, a saturated aqueous solution of ammonium chloride, water and brine in that order and then dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography. The title compound (9.48 g) was thus obtained.

Quelle