m-Chloroperbenzoic acid → HCID 59568692, compound

HRID 1501953Notes

Reaction equation

HRID 1501953 reaction equation
[Br:1][C:2]1[C:10]2[CH2:9][O:8][C:7](=[O:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH:12]=[CH2:13].C1C=C(Cl)C=C(C(OO)=[O:22])C=1>C(Cl)Cl>[Br:1][C:2]1[C:10]2[CH2:9][O:8][C:7](=[O:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH:12]1[CH2:13][O:22]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 66643894HCID 66643894, compound

Product 1

HCID 59568692HCID 59568692, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-bromo-5-ethenyl-2-benzofuran-1(3H)-one (2.00 g, 8.37 mmol) in DCM (20 mL) was slowly added mCPBA (2.6 g, 8.4 mmol) at 0° C. The flask was warmed to room temperature; the mixture was then stirred for 12 hours. The mixture was washed with aq. Na2S2O3, aq. NaHCO3, and water. The organic layers was washed with brine and then concentrated to dryness. The residue was purified over silica gel to give the title compound.

Workup

  1. customat 0° C
  2. washThe mixture was washed with aq. Na2S2O3, aq. NaHCO3, and water
  3. washThe organic layers was washed with brine
  4. concentrationconcentrated to dryness
  5. customThe residue was purified over silica gel

Sources & evidence

ORD record
ord-af3fdbf15751444493c4ef3c0ddd9db1
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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