Potassium Hydroxide → 1,3-Benzoxazole-7-carboxylic acid
Reaction equation
C[O:2][C:3]([C:5]1[C:13]2[O:12][CH:11]=[N:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:4].[OH-].[K+]>CO.O>[O:12]1[C:13]2[C:5]([C:3]([OH:4])=[O:2])=[CH:6][CH:7]=[CH:8][C:9]=2[N:10]=[CH:11]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 0.21 g (1.18 mmol) of methyl-7-benzoxazole carboxylate in 6 mL of CH3OH at 0° C. was added 2.9 mL of a 1N solution of KOH in water and the reaction mixture was stirred at rt for 1 h. The reaction mixture was partitioned between water and CH2Cl2. The aqueous fraction was made acidic with 1N HCl solution and extracted with CH2Cl2. The organic fraction was dried over Na2SO4, filtered and the filtrate was concentrated to give 0.17 g of the title compound as a yellow solid.
Workup
- customThe reaction mixture was partitioned between water and CH2Cl2
- extractionextracted with CH2Cl2
- dry with materialThe organic fraction was dried over Na2SO4
- filtrationfiltered
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-b96fba2f4bc645568591289279a61574
- Source dataset
- uspto-grants-2001_10
- Patent number
- US06303593B1
Reaction notes
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