Hydrochloric Acid → Perbenzoic acid

HRID 511914Notes

Reaction equation

HRID 511914 reaction equation
[C:1]([O:9][O:10]C(=O)C1C=CC=CC=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na].Cl>C(Cl)(Cl)Cl.CO>[C:2]1([C:1]([O:9][OH:10])=[O:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 7187Benzoyl PeroxideHCID 5360545Sodium

Product 1

HCID 523077Perbenzoic acidYield 83.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Conditions

Temperature
-5 °C

Procedure

19 g (78 mmol) of dibenzoyl peroxide are dissolved in 125 ml of chloroform at −5° C. 2.2 g (94 mmol) of sodium dissolved in 50 ml of methanol under a stream of nitrogen are added dropwise. After stirring at −5° C. for 30 minutes, ice-cold water is added and the medium is acidified with a 2N aqueous hydrochloric acid solution. Extraction with dichloromethane is carried out and then the organic phase is dried over magnesium sulphate, filtered and concentrated. 9 g of benzenecarboperoxoic acid are obtained in the form of a white solid with a yield of 83%.

Workup

  1. additionare added dropwise
  2. additionice-cold water is added
  3. extractionExtraction with dichloromethane
  4. dry with materialthe organic phase is dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-3d1c12dc399d442680b6de7408104400
Source dataset
uspto-grants-2015_08
Patent number
US09102607B2

Reaction notes

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