m-Chloroperbenzoic acid → HCID 25115014, compound

HRID 2194624Notes

Reaction equation

HRID 2194624 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[F:12][C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[C:20]1[C:29]2[C:24](=[C:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[CH3:36])[N:26]=[CH:27][CH:28]=2)[NH:23][C:22](=[O:37])[CH:21]=1>ClCCl>[F:12][C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[C:20]1[C:29]2[C:24](=[C:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[CH3:36])[N+:26]([O-:9])=[CH:27][CH:28]=2)[NH:23][C:22](=[O:37])[CH:21]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 25115013HCID 25115013, compound

Product 1

HCID 25115014HCID 25115014, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Meta-chloroperbenzoic acid (77%) (1.37 g, 6.12 mmol) was added portionwise to a solution of the title compound from Example 5 (1.40 g, 4.02 mmol) in dichloromethane (22 mL) at 0° C. and the reaction mixture was stirred overnight at room temperature. Then, more dichloromethane was added (100 mL) and the solution was washed with 4% aqueous sodium bicarbonate (4×30 ml) and brine. The organic layer was dried over sodium sulphate and concentrated under reduced pressure to yield the title compound (1.40 g, 96%) as a yellow solid.

Workup

  1. washthe solution was washed with 4% aqueous sodium bicarbonate (4×30 ml) and brine
  2. dry with materialThe organic layer was dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-482394fc673a430fb7f0c07f25305e7b
Source dataset
uspto-grants-2012_12
Patent number
US08334294B2

Reaction notes

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