2-Isopropylpyridine → 1-Oxo-2-(propan-2-yl)-1lambda~5~-pyridine

HRID 579645Notes

Reaction equation

HRID 579645 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)([CH3:3])[CH3:2].C1C=C(Cl)C=C(C(OO)=[O:18])C=1>C(Cl)Cl>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N+:5]=1[O-:18])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 695232-IsopropylpyridineHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 131720791-Oxo-2-(propan-2-yl)-1lambda~5~-pyridineYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of isopropylpyridine (2.1 g, 17.75 mmol) and m-CPBA (5.0 g, 1.3 eq.) in CH2Cl2 was stirred overnight at room temperature. Then, the reaction mixture was diluted with CH2Cl2 (twice the volume) and successively washed with aqueous sodium bicarbonate (twice) and brine, dried (Na2SO4) and evaporated to give 2.0 g (85%) of the title compound 104.

Workup

  1. washsuccessively washed with aqueous sodium bicarbonate (twice) and brine
  2. dry with materialdried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-faac6d7b675245ba90d482613852a6d8
Source dataset
uspto-grants-2015_05
Patent number
US09040562B2

Reaction notes

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