Sodium Hydroxide → 5-(Propan-2-yl)-1,3-oxazole-4-carboxylic acid
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
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- customThe solvent was removed in vacuo
- dissolutionthe residue dissolved in water (10 ml)
- concentrationThe mixture was concentrated until precipitation
- extractionwas extracted with ethyl acetate
- dry with materialdried over sodium sulphate
- customevaporated
Sources & evidence
- ORD record
- ord-5d963c05c152423eaa2addfd5074c153
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08658635B2
Reaction notes
Loading…