m-Chloroperbenzoic acid → HCID 66598282, compound

HRID 1038595Notes

Reaction equation

HRID 1038595 reaction equation
[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[O:4][CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:19])C=1>ClCCl>[O:1]1[C:10]2[C:5](=[N+:6]([O-:19])[CH:7]=[CH:8][CH:9]=2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 110079682,3-Dihydro-1,4-dioxino[2,3-b]pyridine

Product 1

HCID 66598282HCID 66598282, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,3-Dihydro-[1,4]dioxino[2,3-b]pyridine (121 mg, 790 μmol) was dissolved in dichloromethane (4.0 mL), added 3-chloroperbenzoic acid (234 mg, 950 μmol), and stirred at room temperature for 1 hour. The reaction solution was concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (chloroform/methanol), and the title compound (102 mg (yield 84%)) was obtained as a white solid.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo
  2. customThe obtained residue was purified by silica-gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-89db4ca04ba64f5bae581a85e71b3fb8
Source dataset
uspto-grants-2013_10
Patent number
US08551985B2

Reaction notes

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