反应详情

5-(Methoxymethoxy)-2-neopentylpyridine-N-oxide (11.5 g, 51 mmol) was dissolved in CH2Cl2 (50 mL) to which benzoyl chloride (12 ml, 102 mmol) and (trimethylsilyl)formonitrile (14 ml, 102 mmol) were added. The mixture was stirred under N2 4 h, quenched with saturated NaHCO3 (150 mL), and extracted with CH2Cl2 (3×100 mL). The combined organic layers were washed with saturated NaHCO3 (2×50 mL), dried (MgSO4), and evaporated to give the crude product as a brown oil, which was purified by ISCO (330 g SiO2, 0-40% EtOAc/Hexane) to give 3-(methoxymethoxy)-6-neopentylpicolinonitrile (8.8 g, 74% yield) as a clear oil.

1. additionwere added
2. customquenched with saturated NaHCO3 (150 mL)
3. extractionextracted with CH2Cl2 (3×100 mL)
4. washThe combined organic layers were washed with saturated NaHCO3 (2×50 mL)
5. dry with materialdried (MgSO4)
6. customevaporated
7. customto give the crude product as a brown oil, which
8. customwas purified by ISCO (330 g SiO2, 0-40% EtOAc/Hexane)