m-Chloroperbenzoic acid → 2-Chloro-4-methylpyridine 1-oxide

HRID 631817

Reaction equation

HRID 631817 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:17])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N+:3]=1[O-:17]

Participants

4

Conditions

Temperature
0 °C

Procedure

2-Chloro-4-methylpyridine (1 g, 7.84 mmol) was dissolved in DCM (10 ml), cooled to 0° C., mCPBA (70%, 2.32 g, 9.41 mmol) was added and the mixture was stirred at 0° C. for several hours and allowed to reach room temperature overnight. The mixture was diluted with DCM and washed with saturated Na2S2O3 solution and saturated sodium bicarbonate solution. After drying (sodium sulfate) and concentration under reduced pressure, 1.0 g of a yellow oil was obtained (6.27 mmol, 80%) MS(ESI) m/z=144.0 [M+1]+.

Workup

  1. washwashed with saturated Na2S2O3 solution and saturated sodium bicarbonate solution
  2. customAfter drying
  3. concentration(sodium sulfate) and concentration under reduced pressure

Sources & evidence

ORD record
ord-8377b7d595bc4d13b1e0b8a8fc18f5b2
Source dataset
uspto-grants-2016_04
Patent number
US09321724B2

Linked notes

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