Carbon Dioxide → 4-Hydroxybenzoic Acid

HRID 868705Notes

Reaction equation

HRID 868705 reaction equation
[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[K+].C1(O)C=CC=CC=1.[C:16](=[O:18])=[O:17]>O>[OH:7][C:1]1[CH:6]=[CH:5][C:4]([C:16]([OH:18])=[O:17])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 996PhenolHCID 23670670Potassium phenoxide

Product 1

HCID 1354-Hydroxybenzoic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a pressure reaction vessel were charged 100 g of potassium phenolate, 35 g of phenol and 500 g of a mixture of hydrogenated triphenyls, and a reaction was allowed to proceed at 250° C. and at a carbon dioxide pressure of 7 kg/cm2 (G) for 20 minutes, with stirring. The reaction mixture was cooled and charged into 200 ml of water, followed by separation into the reaction medium layer and the water layer at 60° C. The water layer was made acid with dilute sulfuric acid to give 81.6 g of p-hydroxybenzoic acid (having a purity of 99%). The yield based on potassium phenolate was 77.3%, and the recovered potassium phenolate was 21.0 g, with the selectivity being 99.7%.

Workup

  1. customIn a pressure reaction vessel
  2. temperatureThe reaction mixture was cooled
  3. customfollowed by separation into the reaction medium layer
  4. customat 60° C

Sources & evidence

ORD record
ord-58b9d534c64a45248382e0132433d76b
Source dataset
uspto-grants-1988_10
Patent number
US04780567

Reaction notes

Loading…