2,3,4-Trimethylpyridine → HCID 18735286, compound

HRID 35461

Reaction equation

HRID 35461 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:18])C=1>C(Cl)Cl>[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N+:3]=1[O-:18]

Participants

4

Reactant 2

HCID 166912,3,4-TrimethylpyridineHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 18735286HCID 18735286, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 14 g of 2,3,4-trimethylpyridine in 140 ml of methylene chloride is treated cautiously while cooling with ice with 21 g of m-chloroperbenzoic acid. The reaction mixture is boiled at reflux for 1 hour, then made basic with a saturated soda solution and subsequently extracted. The organic phase is dried and concentrated. The residue is purified on a silica gel column, the medium pressure flash chromatography method (solvent: methylene chloride/methanol [5:1 ) being used and the pressure being produced with nitrogen gas. The 2,3,4-trimethylpyridine N-oxide obtained is processed directly.

Workup

  1. temperatureat reflux for 1 hour
  2. extractionsubsequently extracted
  3. customThe organic phase is dried
  4. concentrationconcentrated
  5. customThe residue is purified on a silica gel column
  6. customthe pressure being produced with nitrogen gas

Sources & evidence

ORD record
ord-bcf9cfb6fd1d4e97a96bb2b0590ddb21
Source dataset
uspto-grants-1988_08
Patent number
US04766133

Linked notes

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