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

HRID 235889Notes

Reaction equation

HRID 235889 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[O:10][CH:9]=[N:8][C:7]=2[C:11]([O:13]C)=[O:12])=[CH:2]1.[OH-].[K+]>CO>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[O:10][CH:9]=[N:8][C:7]=2[C:11]([OH:13])=[O:12])=[CH:2]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13773150Methyl 5-(furan-3-yl)-1,3-oxazole-4-carboxylate

Product 1

HCID 137731495-(Furan-3-yl)-1,3-oxazole-4-carboxylic acidYield 93.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 g of methyl 5-(3-furyl)oxazole-4-carboxylate and 2.6 g of 85% potassium hydroxide are dissolved in 100 ml of methanol, and the solution is stirred at room temperature overnight. Then, the reaction mixture is evaporated under reduced pressure to remove solvent, and the residue is acidified with dil. hydrochloric acid. The precipitated crystals are collected by filtration, washed with cold water and then dried. 2.6 g of 5-(3-furyl)oxazole-4-carboxylic acid are thereby obtained. Yield: 93.7%

Workup

  1. customThen, the reaction mixture is evaporated under reduced pressure
  2. customto remove solvent
  3. filtrationThe precipitated crystals are collected by filtration
  4. washwashed with cold water
  5. customdried

Sources & evidence

ORD record
ord-47f38b7fbd97494f9e212cac11356d8f
Source dataset
uspto-grants-1987_02
Patent number
US04642313

Reaction notes

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