m-Chloroperbenzoic acid → HCID 59750481, compound

HRID 748335Notes

Reaction equation

HRID 748335 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][P:9](=[O:16])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:25])C=1>C(OCC)(=O)C>[CH3:15][CH2:14][O:13][P:9]([O:10][CH2:11][CH3:12])([CH2:8][CH2:7][C:4]1[CH:3]=[CH:2][N+:1]([O-:25])=[CH:6][CH:5]=1)=[O:16]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 571883HCID 571883, compound

Product 1

HCID 59750481HCID 59750481, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Diethyl 2-(4-pyridyl)ethylphosphonate (10.3 g, 42 mmol) and 3-chloroperbenzoic acid (77%, 12.3 g, 54 mmol) were dissolved in ethyl acetate (200 ml), and the mixture was stirred at room temperature for 5 hrs. The solvent was evaporated, and the residue was subjected to a silica gel column chromatography. The fractions eluted with ethanol-ethyl acetate (1:1, v/v) were collected and concentrated to give the titled compound (9.9 g, 99%).

Workup

  1. customThe solvent was evaporated
  2. washThe fractions eluted with ethanol-ethyl acetate (1:1
  3. customv/v) were collected
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-6354c2346f8747c88b0cc8e3c393e8b5
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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