Sulfuric Acid → 2-Isopropoxybenzoic acid

HRID 335356

Reaction equation

HRID 335356 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:8](O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:12](O)([CH3:14])[CH3:13].S(=O)(=O)(O)O>CCCCCC>[CH:12]([O:1][C:2]1[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:4]([OH:6])=[O:5])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 34692,5-Dihydroxybenzoic acidHCID 3776Isopropanol

Product 1

HCID 123576742-Isopropoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
75 °C

Procedure

210 g mixture of 2,5-dihydroxy benzoic acid and isopropanol was added to 1201 g of 80% sulfuric acid and stirred for 8 hours at 75° C. The solution was allowed to cool, and was added with 2 liters of ice water and 140 ml of hexane and was stirred in an ice bath. Resultant crystal deposit was filtrated, and the residue was washed with hexane. Then, it was dispersed in a mixture liquid consisting of methanol and water in a ratio of 6:4, and filtration was conducted. The substance was dried for 48 hours at 60° C., and 65.4 g of isopropyl-salicylic acid intermediate was obtained.

Workup

  1. temperatureto cool
  2. stirringwas stirred in an ice bath
  3. filtrationResultant crystal deposit was filtrated
  4. washthe residue was washed with hexane
  5. additionThen, it was dispersed in a mixture liquid
  6. filtrationconsisting of methanol and water in a ratio of 6:4, and filtration
  7. customThe substance was dried for 48 hours at 60° C.

Sources & evidence

ORD record
ord-7bc9b18b125045018e1521ef80747d0b
Source dataset
uspto-grants-2014_11
Patent number
US08883946B2

Linked notes

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