m-Chloroperbenzoic acid → HCID 19791167, compound

HRID 1655217Notes

Reaction equation

HRID 1655217 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[Br:12][C:13]1[CH:14]=[C:15]([CH3:20])[C:16]([CH3:19])=[N:17][CH:18]=1>ClCCl>[Br:12][C:13]1[CH:14]=[C:15]([CH3:20])[C:16]([CH3:19])=[N+:17]([O-:9])[CH:18]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 114467625-BROMO-2,3-DIMETHYLPYRIDINE

Product 1

HCID 19791167HCID 19791167, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-Chloroperbenzoic acid (71.42 g) in dichloromethane (11) was added dropwise to a stirred solution of 5-bromo-2,3-lutidine (70.0 g) over I hour. After 23 hours the solution was cooled to 15° and ammonia gas bubbled through to give a white precipitate, which was filtered off. The filtrate was washed with 5% aqueous sodium sulphite, dried, and stripped to give 5-bromo-2,3-lutidine-N-oxide, 61.78 g, m.p. 80°-2°, from ethyl acetate.

Workup

  1. temperatureAfter 23 hours the solution was cooled to 15°
  2. customammonia gas bubbled through
  3. customto give a white precipitate, which
  4. filtrationwas filtered off
  5. washThe filtrate was washed with 5% aqueous sodium sulphite
  6. customdried

Sources & evidence

ORD record
ord-5658f0948efa492197a104f447299e26
Source dataset
uspto-grants-1993_10
Patent number
US05250527

Reaction notes

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