Hydrochloric Acid → 3-Methyl-5-isoxazolecarboxylic acid
Reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]([O:9]CC)=[O:8])[CH:3]=1.[OH-].[Na+].Cl.[Cl-].[Na+]>O>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]([OH:9])=[O:8])[CH:3]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A mixture of 1.55 g of ethyl 5-methyl-3-isoxazolecarboxylate (1A) (P. G. Baraldi, et al., Journal of Heterocyclic Chemistry, volume 19, pages 557-560 (1982)) and 20 ml of 10% w:v sodium hydroxide in water was stirred at room temperature for 2 hours. The resulting mixture was cooled to 0° C., acidified with 6N hydrochloric acid to pH 3, saturated with sodium chloride and extracted with ethyl acetate. The extract was dried (MgSO4) and stripped of solvent to give 5-methyl-3-isoxazolecarboxylic acid (1B), as a solid, m.p.: 170°-172° C. (with decomposition).
Workup
- extractionextracted with ethyl acetate
- dry with materialThe extract was dried (MgSO4)
Sources & evidence
- ORD record
- ord-5d6e91c62ddf46cd8290e630d60ccd39
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04853027
Reaction notes
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