2-Chlorobenzene-1-carboperoxoic acid → 2-methyl-5-acetoxymethylpyridine-N-oxide

HRID 972857Notes

Reaction equation

HRID 972857 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10](=[O:12])[CH3:11])=[CH:4][N:3]=1.ClC1C(C(OO)=[O:21])=CC=CC=1>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10](=[O:12])[CH3:11])=[CH:4][N+:3]=1[O-:21]

Participants

4

Reactant 2

HCID 125873982-Chlorobenzene-1-carboperoxoic acidHCID 20263926(6-Methylpyridin-3-yl)methyl acetate

Product 1

HCID 202639702-methyl-5-acetoxymethylpyridine-N-oxide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-Methyl-5-acetoxymethylpyridine (0.05 mole) is stirred in 50 ml. of chloroform at 15° C. while chloroperbenzoic acid (0.06 mole) is added over 10 min. The solution is extracted with saturated sodium bicarbonate solution (3 × 20 ml.) and 2 × 20 ml. of water. The chloroform is dried over magnesium sulfate, and concentrated to dryness to give 2-methyl-5-acetoxymethylpyridine-N-oxide.

Workup

  1. extractionThe solution is extracted with saturated sodium bicarbonate solution (3 × 20 ml.) and 2 × 20 ml
  2. dry with materialThe chloroform is dried over magnesium sulfate
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-6c3053da0b28443a89566d418c20fab6
Source dataset
uspto-grants-1977_10
Patent number
US04053606

Reaction notes

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