m-Chloroperbenzoic acid → HCID 19361778, compound

HRID 376278Notes

Reaction equation

HRID 376278 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=1>C(Cl)(Cl)Cl>[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N+:18]=1[O-:9]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 193617452-(2-Furanyl)-6-methylpyridine

Product 1

HCID 19361778HCID 19361778, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

4.90 g of metachioroperbenzoic acid are added in portions to a solution of 2.20 g of 2-furan-2-yl-6-methylpyridine (13.8 mmol) in 50 ml of chloroform cooled to 0° C. The mixture is stirred for 12 hours at room temperature and then the precipitate is removed by filtration and the filtrate is washed with a 5% aqueous solution of sodium bicarbonate. After drying over magnesium sulfate, filtration and evaporation, the title product is isolated by chromatography on a silica column (eluent: chloroform/methanol; 99:1). 1.25 g of a white powder are recovered.

Workup

  1. customthe precipitate is removed by filtration
  2. washthe filtrate is washed with a 5% aqueous solution of sodium bicarbonate
  3. dry with materialAfter drying over magnesium sulfate, filtration and evaporation

Sources & evidence

ORD record
ord-084531f6119c49da96657cba65036357
Source dataset
uspto-grants-2000_02
Patent number
US06020345

Reaction notes

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