반응 #68909

반응 방정식

(S)-glycidyl 3-nitrobenzene sulfonate

9H-Carbazol-4-ol

NaH

→

title compound

(S)-4-Oxiranylmethoxy-9H-carbazole

용매

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGwas then stirred at room temperature for 14 hours
2. 2
   기타The reaction was quenched with NaHCO3 (saturated)
3. 3
   추출extracted with ethyl acetate (3×)
4. 4
   건조The organic layer was dried with magnesium sulfate
5. 5
   여과filtered
6. 6
   기타the solvent evaporated under reduced pressure
7. 7
   기타to yield crude product which
8. 8
   기타was purified by silica gel chromatography (60% Ethyl acetate/heptane)

실험 절차

9H-Carbazol-4-ol (0.367 g, 2.0 mmol) was placed in a flask with DMF (10 mL) and NaH (60% dispersion in oil, 77 mg, 2.0 mmol) and stirred for 30 min at room temperature. (S)-glycidyl 3-nitrobenzene sulfonate (0.52 g, 2.0 mmol) was added to the reaction mixture, which was then stirred at room temperature for 14 hours. The reaction was quenched with NaHCO3 (saturated) and then extracted with ethyl acetate (3×). The organic layer was dried with magnesium sulfate, filtered and the solvent evaporated under reduced pressure to yield crude product which was purified by silica gel chromatography (60% Ethyl acetate/heptane) to yield the title compound as a residue.

출처