Lithium Hydroxide → 2-Bromo-1,3-oxazole-4-carboxylic acid
Reaction equation
[Br:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O:9]CC)=[O:8])[N:6]=1.[OH-].[Li+]>C1COCC1.CO.O>[Br:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([OH:9])=[O:8])[N:6]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Ethyl 2-bromo-1,3-oxazole-4-carboxylate (2.5 g, 11.36 mmo) was dissolved in THF/methanol mixture (9:1) and 1M lithium hydroxide (22.73 ml, 22.73 mmol) was added slowly. The reaction mixture was stirred at RT for 1 h, diluted with water and pH was adjusted to 2. Formed precipitate was filtered and dried to yield the title compound (1.1 g). The filtrate was extracted three times with ethyl acetate. Ethyl acetate phases were combined, dried and evaporated to dryness to yield the title compound 0.85 g. Total yield 88%. m/z [192.0+1]
Workup
- customFormed precipitate
- filtrationwas filtered
- customdried
Sources & evidence
- ORD record
- ord-9e4626c765a940a78beff153896bfcd0
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08975254B2
Reaction notes
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