Реакция #2439921

Уравнение реакции

2-phenyl-6-methyl-pyridine

mCPBA

NaHCO3

Na2S2O3

→

2-phenyl-6-methyl-pyridine-N-oxide

Растворители

chloroform

chloroform

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   workup.STIRRINGAfter stirring for 1.5 hr
3. 3
   Другоеto remove the excess of mCPBA
4. 4
   ДругоеThe organic layer was dried on MgSO4
5. 5
   ДругоеRemoval of the drying agent
6. 6
   Фильтрацияby filtration and solvent
7. 7
   Другоеby evaporation in vacuo
8. 8
   Другоеyielded an oil which
9. 9
   Другоеcrystallized

Методика

While stirring at room temperature, 4.8 g *28.5 mmol) of 2-phenyl-6-methyl-pyridine were dissolved in 50 ml of chloroform after which a solution of 7.8 g of 75% mCPBA (33.9 mmol) in 75 ml of chloroform were added dropwise. The reaction mixture showed only a slight rise in temperature. After stirring for 1.5 hr, the reaction mixture was shaken twice with 5% aqueous NaHCO3 solution and twice with an aqueous solution of Na2S2O3 to remove the excess of mCPBA, after which the reaction mixture proved to be negative on wet Kl/starch paper, The organic layer was dried on MgSO4. Removal of the drying agent by filtration and solvent by evaporation in vacuo yielded an oil which crystallized upon scratching to give 5.5 g (105%) of crude of 2-phenyl-6-methyl-pyridine-N-oxide, which was employed in the next step without further purification.

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