m-Chloroperbenzoic acid → HCID 59464117, compound

HRID 576658Notes

Reaction equation

HRID 576658 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:21])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][N+:7]=1[O-:21]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 53419528Methyl 2-(6-chloropyridin-3-yl)acetate

Product 1

HCID 59464117HCID 59464117, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To methyl 2-(6-chloropyridin-3-yl)acetate (2.5 g) in DCM (100 mL) was added mCPBA (4.6 g). The resulting reaction mixture was stirred at room temperature for 4 hr. The organic phase was washed with sat. NaHCO3, dried over Na2SO4, and concentrated. The crude product was purified by flash chromatography to afford the title product (2.5 g).

Workup

  1. customThe resulting reaction mixture
  2. washThe organic phase was washed with sat. NaHCO3
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-ea1f12ecedd842719af7619af31330ea
Source dataset
uspto-grants-2015_05
Patent number
US09040504B2

Reaction notes

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