Peracetic Acid → Acetic Acid Hexane

HRID 2163600Notes

Reaction equation

HRID 2163600 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[Tl+].[CH3:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C(OO)(=O)C.C(C1C=CC(C(C)C(OC)=O)=CC=1)C(C)C>C(O)(=O)C>[C:1]([OH:4])(=[O:3])[CH3:2].[CH3:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 6585Peracetic AcidHCID 8058Hexane2×HCID 11247thallium(I) acetateHCID 109101Ibuprofen methyl ester

Product 1

HCID 22590778Acetic Acid Hexane

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 260 mg. (1.0 mmole) of thallium (I) acetate and 24 mg. (0.1 mmole) of hydrated manganese diacetate in 3 ml. of 80 percent aqueous acetic acid and 4.5 ml. of hexane, there was added 0.3 ml. (about 2.0 mmole) of 42 percent peracetic acid solution in acetic acid. After five minutes of stirring there was added 100 mg. (0.5 mmole) of 4-isobutylpropiophenone methyl enol ether in 0.5 ml. of hexane. After stirring the mixture for about thirty-five minutes, a glc analysis of a sample of the reaction mixture indicated that about 89 percent of the enol ether had been converted to methyl 2-(4-isobutylphenyl)propionate, based on the starting enol ether.

Workup

  1. additionwas added 100 mg
  2. stirringAfter stirring the mixture for about thirty-five minutes

Sources & evidence

ORD record
ord-d95f90386993404f9eb5efd691277809
Source dataset
uspto-grants-1979_01
Patent number
US04135051

Reaction notes

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