Sodium Bicarbonate → 1,3-Benzoxazole-2-carboxylic acid

HRID 2248884Notes

Reaction equation

HRID 2248884 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

HCID 516892Sodium BicarbonateHCID 54376787n-Propyl-5-(3-(quinolin-2-ylmethyloxy)benzyloxy)benzoxazole-2-carboxylate

Product 1

HCID 205636821,3-Benzoxazole-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

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

  1. temperatureis refluxed for 1.5 hours
  2. filtrationthe resulting solid is filtered off
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-41f2617ba3ed4ebf9b51da2b22ccddd7
Source dataset
uspto-grants-1991_08
Patent number
US05041453

Reaction notes

Loading…