Lithium Hydroxide → 2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carboxylic acid
Reaction equation
[O:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]([O:13]CC)=[O:12])=[CH:10][C:4]=2[O:3]1.[Li+].[OH-]>C1COCC1>[O:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:4]=2[O:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To ethyl 2-oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylate in THF (20 mL) was added LiOH (2 g in 10 mL water). The mixture was stirred at room temperature for 20 hours. The solvent was evaporated. The residue was taken up in water and acidified with 5 N HCl to pH=5. The solid was recovered by filtration, washing with water, to provide the pure product as a tan solid (1.44 g, 80%). LCMS (API-ES) m/z: 180 (M+H+).
Workup
- customThe solvent was evaporated
- filtrationThe solid was recovered by filtration
- washwashing with water
Sources & evidence
- ORD record
- ord-dafbbef0906d4338bc9745b8b79aa25a
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07919504B2
Reaction notes
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