تفاعل #68909

معادلة التفاعل

(S)-glycidyl 3-nitrobenzene sulfonate

9H-Carbazol-4-ol

NaH

→

title compound

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

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGwas then stirred at room temperature for 14 hours
2. 2
   أخرىThe reaction was quenched with NaHCO3 (saturated)
3. 3
   استخلاصextracted with ethyl acetate (3×)
4. 4
   تجفيفThe organic layer was dried with magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   أخرىthe solvent evaporated under reduced pressure
7. 7
   أخرىto yield crude product which
8. 8
   أخرىwas purified by silica gel chromatography (60% Ethyl acetate/heptane)

الإجراء التجريبي

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.

المصدر