Reaktion #1268773

Reaktionsgleichung

Dicyclopropylmethanol

dicyclopropylmethanol

(R)-glycidyl nosylate

sodium hydride

dimethyl sulfoxide

→

title compound

Ausbeute 57.6%

(2R)-2-[(dicyclopropylmethoxy)methyl]oxirane

Ausbeute 57.6%

Lösungsmittel

tetrahydrofuran

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   Extraktionthe mixture was extracted with diethyl ether
3. 3
   WaschenThe organic layer was washed successively with water and brine
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10)

Vorschrift

Dicyclopropylmethanol (880 mg) obtained in Step 1 and (R)-glycidyl nosylate (3.05 g) were dissolved in tetrahydrofuran (7.3 ml), sodium hydride (471 mg) and dimethyl sulfoxide (1.5 ml) were added under ice-cooling, and the mixture was stirred at room temperature for 5 hr. Water was poured into the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer was washed successively with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10) to give the title compound (760 mg).

Quelle