Reaktion #2336517

ord-b0c433590f234607a1001943ef1eff67

Reaktionsgleichung

COC(=O)c1ncccc1OCc1ccccc1
methyl 3-benzyloxypicolinate
O=C(OO)c1cccc(Cl)c1
3-chloroperoxybenzoic acid
COC(=O)c1c(OCc2ccccc2)ccc[n+]1[O-]
methyl 3-benzyloxypicolinate-1-oxide
Ausbeute 94.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionThe reaction mixture was then extracted with 5% sodium bisulfite solution (100 mL)
  2. 2
    TrocknenAfter drying (MgSO4)
  3. 3
    Sonstigethe solvent was evaporated

Vorschrift

A solution of methyl 3-benzyloxypicolinate (4.86 g) and 3-chloroperoxybenzoic acid (5.75 g, 60% peracid) in CH2Cl2 (100 mL) was stirred at room temperature for 40 hours. The reaction mixture was then extracted with 5% sodium bisulfite solution (100 mL) then with 0.5N NaOH solution (150 mL). After drying (MgSO4), the solvent was evaporated to give 4.9 g of methyl 3-benzyloxypicolinate-1-oxide as a white solid. Recrystallization from methylcyclohexane/toluene gave a crystalline solid, m.p. 104-106° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE039991E1uspto-grants-2008_01