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

HRID 402173

Reaction equation

HRID 402173 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-488d8dc885094e2fb161ff668d22dcab
Source dataset
uspto-grants-2014_06
Patent number
US08741926B2

Linked notes

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