Reaktion #2439921

Reaktionsgleichung

2-phenyl-6-methyl-pyridine

mCPBA

NaHCO3

Na2S2O3

→

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

Lösungsmittel

chloroform

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   workup.STIRRINGAfter stirring for 1.5 hr
3. 3
   Sonstigeto remove the excess of mCPBA
4. 4
   SonstigeThe organic layer was dried on MgSO4
5. 5
   SonstigeRemoval of the drying agent
6. 6
   Filtrationby filtration and solvent
7. 7
   Sonstigeby evaporation in vacuo
8. 8
   Sonstigeyielded an oil which
9. 9
   Sonstigecrystallized

Vorschrift

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.

Quelle