m-Chloroperbenzoic acid → HCID 20077200, compound

HRID 1654952Notes

Reaction equation

HRID 1654952 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10](C(=O)C)[CH:11]=2)[CH2:6]1.ClC1C=CC=[C:21]([C:25]([O:27]O)=[O:26])C=1>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:27][C:25](=[O:26])[CH3:21])[CH:11]=2)[CH2:6]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20077196HCID 20077196, compound

Product 1

HCID 20077200HCID 20077200, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

11.0 g (47.0 mmol) of methyl(5-acetylindan-2-yl)acetate was dissolved in 200 ml of methylene chloride, to which was added 14.6 g (67 mmol) of m-chloroperbenzoic acid and stirred for 4 hours at room temperature, followed by refluxing for 17 hours. The reaction mixture was washed with saturated aqueous sodium bicarbonate and water in this order, dried and then the solvent was removed. The residue was purified by silica gel column chromatography (chloroform) to obtain 11.3 g of an oily product. Yield: 97%

Workup

  1. temperatureby refluxing for 17 hours
  2. washThe reaction mixture was washed with saturated aqueous sodium bicarbonate and water in this order
  3. customdried
  4. customthe solvent was removed
  5. customThe residue was purified by silica gel column chromatography (chloroform)

Sources & evidence

ORD record
ord-fb7ee56e50bc459fa4fa577f5c76189a
Source dataset
uspto-grants-1995_04
Patent number
US05409956

Reaction notes

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