Lithium Hydroxide → 5-Chloro-1,2-oxazole-3-carboxylic acid
Reaction equation
C(C1[CH:7]=[C:6]([Cl:8])[O:5][N:4]=1)C.[OH-:9].[Li+].[O:11]1[CH2:16][CH2:15]OCC1>>[Cl:8][C:6]1[O:5][N:4]=[C:15]([C:16]([OH:11])=[O:9])[CH:7]=1Participants
4
Procedure
Ethyl-5-chloroisoxazole (1.5 g; 8.54 mmol) was added to a mixture of lithium hydroxide (10 mL; 2M in water) and dioxane (10 mL). The reaction mixture was stirred vigorously at room temperature for 1 h and concentrated under reduced pressure. The crude material was reparted between ethyl acetate and HCl 1M; the phases were separated and the aqueous were extracted with ethyl acetate. The organic rejoined were dried, concentrated under reduced pressure and the crude material 1.2 g (95%) was used without further purification.
Workup
- concentrationconcentrated under reduced pressure
- customthe phases were separated
- extractionthe aqueous were extracted with ethyl acetate
- customThe organic rejoined were dried
- concentrationconcentrated under reduced pressure
- customthe crude material 1.2 g (95%) was used without further purification
Sources & evidence
- ORD record
- ord-9e00ad74e5a342c1956f90931f991e4f
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08618138B2
Reaction notes
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