Potassium Carbonate → 5-Ethyl-2-hydroxy-4-methylbenzoic acid

HRID 437847Notes

Reaction equation

HRID 437847 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][C:4]=1[CH3:10])[CH3:2].[C:11](=O)([O-:13])[O-:12].[K+].[K+]>O>[CH2:1]([C:3]1[CH:8]=[C:7]([C:11]([OH:13])=[O:12])[C:6]([OH:9])=[CH:5][C:4]=1[CH3:10])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 707504-Ethyl-m-cresol

Product 1

HCID 123664205-Ethyl-2-hydroxy-4-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-ethyl-3-methylphenol (31.51 g) and anhydrous potassium carbonate (91.25 g) was heated at 175° for 4 hours under a carbon dioxide pressure of 1,300 p.s.i. The cooled reaction products were dissolved in water (2 l). Acidification with hydrochloric acid, filtration and recrystallisation of the solid from ethanol-water gave 5-ethyl-4-methylsalicylic acid, m.p. 152.5°-154° C. (Found; C, 66.55; H, 6.71; C10H12O3 requires; C, 66.65; H, 6.71.)

Workup

  1. temperaturewas heated at 175° for 4 hours under a carbon dioxide pressure of 1,300 p.s.i
  2. customThe cooled reaction products
  3. filtrationAcidification with hydrochloric acid, filtration and recrystallisation of the solid from ethanol-water

Sources & evidence

ORD record
ord-05b89eb4050e42d385f936dc82606d20
Source dataset
uspto-grants-1977_06
Patent number
US04032544

Reaction notes

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