m-Chloroperbenzoic acid → HCID 59818249, compound

HRID 2244064Notes

Reaction equation

HRID 2244064 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.C1C=C(Cl)C=C(C(OO)=[O:20])C=1>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N+:7]([O-:20])[CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 218898476-Fluoroisoquinoline

Product 1

HCID 59818249HCID 59818249, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-fluoroisoquinoline (2.64 g, 17.9 mmol) in CH2Cl2 (70 mL) cooled at 0° C., MCPBA is added (3.4 g, 19.69 mmol). The reaction mixture is stirred at RT for 16 h. After 1 h of stirring, a yellow white precipitate forms. The solvent is evaporated under reduced pressure. To the yellow solid is added CH2Cl2 (5 mL), and the solid is isolated by vacuum filtration. Rinsing the solid with CH2Cl2 yields a white solid, which is dried under vacuum to afford 3 g (100%) of 6-fluoro-isoquinoline N-oxide.

Workup

  1. stirringAfter 1 h of stirring
  2. customThe solvent is evaporated under reduced pressure
  3. additionTo the yellow solid is added CH2Cl2 (5 mL)
  4. customthe solid is isolated by vacuum filtration
  5. washRinsing the solid with CH2Cl2
  6. customyields a white solid, which
  7. customis dried under vacuum

Sources & evidence

ORD record
ord-7178a14fc8bd49668b2fab1bc8a24244
Source dataset
uspto-grants-2010_03
Patent number
US07678803B2

Reaction notes

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