Sodium Carbonate → 5-Phenyl-2-picoline N-oxide
Reaction equation
[C:1]1([C:7]2[CH:8]=[N:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C(Cl)C=C(C(OO)=[O:22])C=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:1]1([C:7]2[CH:8]=[N+:9]([O-:22])[C:10]([CH3:13])=[CH:11][CH:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-phenyl-6-methyl pyridine (2.36 g, 13.95 mmol), in CH2Cl2 (40 mL) at 0° C. was treated with MCPBA (3.58 g, 13.95 mmol) for 1 hour. Saturated aq. Na2CO3 (50 mL) was added and the reaction was extracted with CH2Cl2 (20 mL). The organic extracts were dried (MgSO4), and the solvent evaporated in vacuo to afford the title compound.
Workup
- extractionthe reaction was extracted with CH2Cl2 (20 mL)
- dry with materialThe organic extracts were dried (MgSO4)
- customthe solvent evaporated in vacuo
Sources & evidence
- ORD record
- ord-05a8840426d74b2e8630c01407e52f00
- Source dataset
- uspto-grants-1999_02
- Patent number
- US05872136
Reaction notes
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