Peracetic Acid → 4-tert-Butylcatechol

HRID 1605625Notes

Reaction equation

HRID 1605625 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(OO)(=[O:14])C>CC(C)=O>[C:1]([C:5]1[CH:10]=[C:9]([OH:14])[C:8](=[CH:7][CH:6]=1)[OH:11])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 73934-tert-Butylphenol2×

Product 1

HCID 73814-tert-ButylcatecholYield 50%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A five-neck flask having a volume of 500 ml and provided with a stirrer, a reflux condenser, a sampling tube, a test specimen inlet and a thermometer was charged with 75.1g (0.5 mol) of paratert.-butyl phenol and 20 ml of acetone as a solvent. The flask was placed in a constant temperture bath ketp at 60°C. Into the flask contents, 3.80g (0.05 mol) of peracetic acid in the form of about 35 weight% acetone solution was added through a micro-feeder over 12 minutes. Within 60 minutes after the start of the addition of peracid, the reaction solution was analyzed by gas chromatography. Consequently, it was found that the conversion of para-tert.-butyl phenol was 5.1%, that 4-tert.-butyl pyrocatechol was formed in a yield of 50% based on the converted butyl phenol and that the conversion of the peracetic acid was 95.2%.

Workup

  1. customA five-neck flask having
  2. customa volume of 500 ml and provided with a stirrer, a reflux condenser, a sampling tube, a test specimen inlet
  3. customThe flask was placed in a constant temperture bath
  4. customat 60°C

Sources & evidence

ORD record
ord-5373c42ff95f487898860edbf3d87b14
Source dataset
uspto-grants-1976_04
Patent number
US03950437

Reaction notes

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