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

HRID 244674Notes

Reaction equation

HRID 244674 reaction equation
[CH3:1][CH:2]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[C:9]([O:11]C)=[O:10])[CH3:3].[OH-].[Na+]>CO>[CH3:3][CH:2]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[C:9]([OH:11])=[O:10])[CH3:1]

Participants

4

Conditions

Temperature
20 °C

Procedure

To a solution of methyl 5-(1-methylethyl)-1,3-oxazole-4-carboxylate (0.55 g) in methanol (10 ml) was added sodium hydroxide (10 ml) and the mixture stirred at 20° C. for 18 h. The solvent was removed in vacuo and the residue dissolved in water (10 ml) then acidified using 2M hydrochloric acid. The mixture was concentrated until precipitation commenced when the mixture was extracted with ethyl acetate, dried over sodium sulphate and evaporated to give the title compound (0.45 g) as a yellow solid.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in water (10 ml)
  3. concentrationThe mixture was concentrated until precipitation
  4. extractionwas extracted with ethyl acetate
  5. dry with materialdried over sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-5d963c05c152423eaa2addfd5074c153
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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