Hydrochloric Acid → Ibuprofen, (+-)-

HRID 262806Notes

Reaction equation

HRID 262806 reaction equation
[CH2:1]([CH:5]1[CH2:10][CH2:9][CH2:8][C:7](=O)[CH2:6]1)[CH:2]([CH3:4])[CH3:3].[C:12]([O-:17])(=[O:16])[C:13]([CH3:15])=O.[Na+].Cl.Cl.N1C=CC=CC=1>C(O)(=O)C>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:13]([CH3:15])[C:12]([OH:17])=[O:16])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10176127Pyridinium chlorideHCID 125285023-(2-Methylpropyl)cyclohexan-1-oneHCID 23662274Sodium pyruvate

Product 1

HCID 3672Ibuprofen, (+-)-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The process according to claim 1, wherein 3-isobutyl-cyclohexanone and sodium pyruvate are heated in a HCl and acetic acid solution to give a mixture of condensation products and said condensation products are heated for 4 to 5 hours with pyridine hydrochloride to give p-isobutylhydratropic acid.

Workup

  1. customto give
  2. additiona mixture of condensation products
  3. customcondensation products

Sources & evidence

ORD record
ord-7449d7e547074f82a03627cc30393c1b
Source dataset
uspto-grants-1979_05
Patent number
US04154962

Reaction notes

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