تفاعل #2439921

ord-9b181a4b100647ee933d48e506d62a28

معادلة التفاعل

Cc1cccc(-c2ccccc2)n1
2-phenyl-6-methyl-pyridine
O=C(OO)c1cccc(Cl)c1
mCPBA
O=C([O-])O.[Na+]
NaHCO3
O=S([O-])([O-])=S.[Na+].[Na+]
Na2S2O3
Cc1cccc(-c2ccccc2)[n+]1[O-]
2-phenyl-6-methyl-pyridine-N-oxide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwere added dropwise
  2. 2
    workup.STIRRINGAfter stirring for 1.5 hr
  3. 3
    أخرىto remove the excess of mCPBA
  4. 4
    أخرىThe organic layer was dried on MgSO4
  5. 5
    أخرىRemoval of the drying agent
  6. 6
    ترشيحby filtration and solvent
  7. 7
    أخرىby evaporation in vacuo
  8. 8
    أخرىyielded an oil which
  9. 9
    أخرىcrystallized

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE041425E1uspto-grants-2010_07