Sodium Bicarbonate → 1,3-Benzoxazole-2-carboxylic acid
Reaction equation
C([O:4][C:5]([C:7]1[O:8][C:9]2[CH:15]=[CH:14][C:13](OCC3C=CC=C(OCC4C=CC5C(=CC=CC=5)N=4)C=3)=[CH:12][C:10]=2[N:11]=1)=[O:6])CC.C(=O)(O)[O-].[Na+]>C(O)C.O>[O:8]1[C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=[C:7]1[C:5]([OH:6])=[O:4]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 0.64 g of n-propyl-5-(3-(quinolin-2-ylmethyloxy)benzyloxy)benzoxazole-2-carboxylate and 0.45 g of sodium bicarbonate in 20 ml of ethanol in 20 ml of water is refluxed for 1.5 hours, then stirred at room temperature overnight. The mixture is neutralized and the resulting solid is filtered off, washed with water and dried in vacuo to give 5-(3-quinolin-2-ylmethyloxy)-benzyloxy)benzoxazole-2-carboxylic acid.
Workup
- temperatureis refluxed for 1.5 hours
- filtrationthe resulting solid is filtered off
- washwashed with water
- customdried in vacuo
Sources & evidence
- ORD record
- ord-41f2617ba3ed4ebf9b51da2b22ccddd7
- Source dataset
- uspto-grants-1991_08
- Patent number
- US05041453
Reaction notes
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