تفاعل #68908

معادلة التفاعل

(S)-glycidyl 3-nitrobenzene sulfonate

6-Methyl-pyridin-3-ol

NaH

→

title compound

(S)-2-Methyl-5-oxiranylmethoxy-pyridine

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 three times with ethyl acetate
4. 4
   تجفيفThe organic layer was dried with magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   أخرىthe solvent was 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

6-Methyl-pyridin-3-ol (0.218 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 then 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 three times with ethyl acetate. The organic layer was dried with magnesium sulfate, filtered and the solvent was 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