m-Chloroperbenzoic acid → HCID 66968986, compound

HRID 2095878Notes

Reaction equation

HRID 2095878 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.ClC1C=CC=C(C(OO)=[O:23])C=1>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][N+:9]=2[O-:23])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acid2×HCID 46313057HCID 46313057, compound

Product 1

HCID 66968986HCID 66968986, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a solution (100 mL) of 2-(3-fluorophenyl)-3-methylpyridine (4.83 g, 25.8 mmol) in ethyl acetate was added 3-chloroperbenzoic acid (7.1 g, 28.4 mmol), and the mixture was stirred at 50° C. for 5 hr. The disappearance of 3-chloroperbenzoic acid was confirmed using potassium iodide starch paper (manufactured by ADVANTEC MFS, INC), and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (4.26 g, 81%).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-940034da13274b0088115814144b72e0
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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