Carbon Dioxide → 2,4-Dihydroxybenzoic Acid

HRID 982547Notes

Reaction equation

HRID 982547 reaction equation
[C:1](=[O:4])(O)[O-:2].[Na+].C(=O)(O)[O-].[K+].[C:11]1([CH:18]=[CH:17][CH:16]=[C:14]([OH:15])[CH:13]=1)[OH:12].C(=O)=O.Cl>O>[OH:12][C:11]1[CH:13]=[C:14]([OH:15])[CH:16]=[CH:17][C:18]=1[C:1]([OH:2])=[O:4]

Participants

7

Reactant 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 5054ResorcinolHCID 516892Sodium BicarbonateHCID 516893Potassium Bicarbonate

Product 1

HCID 14912,4-Dihydroxybenzoic AcidYield 88.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
12.5 °C

Procedure

A 35-1 solids mixer was charged with 10 kg of sodium bicarbonate, 5 kg of potassium bicarbonate and 3.3 kg of resorcinol and heated with mixing to 120° C. in a stream of carbon dioxide. After 3 hours the contents were cooled down with mixing, and 28 l of water were added. The hot suspension at 60° C. was then discharged and brought to pH 3 at room temperature with 20 kg of concentrated hydrochloric acid. The suspension was cooled to 10-15° C. and filtered on a filter press, and the filter residue was washed with water and dried, leaving 4.1 kg (81%) of 2,4-dihydroxybenzoic acid; purity (HPLC): 99.5%.

Workup

  1. temperatureheated
  2. temperatureAfter 3 hours the contents were cooled down
  3. additionwith mixing
  4. customat 60° C.
  5. filtrationfiltered on a filter press
  6. washthe filter residue was washed with water
  7. customdried

Sources & evidence

ORD record
ord-8b1839e72f9a4706a1fb16825bd1e1d9
Source dataset
uspto-grants-1991_02
Patent number
US04996354

Reaction notes

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