Peracetic Acid → HCID 22340965, compound

HRID 227354Notes

Reaction equation

HRID 227354 reaction equation
[C:1](OO)(=O)[CH3:2].[C:6]([O:14][CH:15]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)C(=O)C1C=CC=CC=1)(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:30]([O-:33])([O-])=[O:31].[Na+].[Na+]>ClCCl>[C:30]([O:33][CH:15]([O:14][C:6](=[O:13])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)(=[O:31])[C:2]1[CH:1]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 6585Peracetic AcidHCID 10340Sodium CarbonateHCID 246708DL-Benzoin benzoate

Product 1

HCID 22340965HCID 22340965, compoundYield 158.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

32% peracetic acid (0.67 mL, 3.79 mmol) was added to a suspension of desyl benzoate (300 mg, 0.95 mmol) and Na2CO3 (402 mg, 3.79 mmol) in dichloromethane (5 mL) at 0° C. The reaction mixture was stirred overnight at room temperature, diluted with dichloromethane, washed with saturated NaHCO3 and brine and dried over Na2SO4. Concentration in vacuo provided 250 mg the title compound (79%). 1H NMR (CDCl3): δ 8.22 (1H, s); 7.73-7.71 (2H, m); 7.59-7.55 (2H, m); 7.48-7.42 (7H, m).

Workup

  1. washwashed with saturated NaHCO3 and brine
  2. dry with materialdried over Na2SO4
  3. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-bc9d65d59f8e45f597f30dba6c42956d
Source dataset
uspto-grants-2009_07
Patent number
US07560483B2

Reaction notes

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