m-Chloroperbenzoic acid → HCID 68897542, compound

HRID 1783765Notes

Reaction equation

HRID 1783765 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH:10]=2)[CH:5]=[N:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:24])C=1>ClCCl.CCOCC>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH:10]=2)[CH:5]=[N+:4]([O-:24])[CH:3]=1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 57590876HCID 57590876, compound

Product 1

HCID 68897542HCID 68897542, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 4-bromobenzo[g]isoquinoline (7-3) (390 mg, 1.5 mmol, 1. eq) in dichloromethane (25 ml) was treated with mCPBA (˜70%, 559 mg, 2.27 mmol, 1.5 eq) and the reaction mixture was stirred at room temperature until LCMS showed complete conversion. The reaction mixture was diluted with ether, and the precipitate was collected by filtration, washed with ether, and dried to give the title N-oxide 7-4. LRMS m/z: found 274.0, 276.0, calcd. (M+H) 274.0, 276.0

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-16e2d23641b344a287dd1fa5f719c490
Source dataset
uspto-grants-2009_03
Patent number
US07501435B2

Reaction notes

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