Potassium Hydroxide → 5-(Propan-2-yl)-1,3-oxazole-4-carboxylic acid

HRID 485016Notes

Reaction equation

HRID 485016 reaction equation
[CH:1]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[C:9]([O:11]C)=[O:10])([CH3:3])[CH3:2].[OH-].[K+]>CO.O>[CH:1]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[C:9]([OH:11])=[O:10])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 11446564Methyl 5-isopropyloxazole-4-carboxylate

Product 1

HCID 134887995-(Propan-2-yl)-1,3-oxazole-4-carboxylic acidYield 85.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

23.1 g of 5-isopropyl-4-methoxycarbonyloxazole are dissolved in a mixture of 200 ml of methanol and 200 ml of water, and 15.3 g of potassium hydroxide are added thereto. The mixture is stirred at room temperature over night, and condensed under reduced pressure to remove methanol. The residue is dissolved in water and the aqueous solution is adjusted to pH 2-3 with conc. hydrochloric acid. Said solution is extracted with ethyl acetate, and the extract is washed with water, dried and then evaporated to remove solvent. 18 g of 5-isopropyl-4-oxazolecarboxylic acid are obtained. Yield: 85.3%.

Workup

  1. additionare added
  2. customcondensed under reduced pressure
  3. customto remove methanol
  4. dissolutionThe residue is dissolved in water
  5. extractionis extracted with ethyl acetate
  6. washthe extract is washed with water
  7. customdried
  8. customevaporated
  9. customto remove solvent

Sources & evidence

ORD record
ord-3083c0d022eb463e82718eb4da54aeff
Source dataset
uspto-grants-1985_08
Patent number
US04535089

Reaction notes

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