Hydrochloric Acid → 5-Phenyl-3-isoxazolecarboxylic acid

HRID 1816616Notes

Reaction equation

HRID 1816616 reaction equation
[C:1]1([C:7]2[O:11][N:10]=[CH:9][C:8]=2C(OCC)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:17].[Na+].Cl.[CH2:20]([OH:22])C>>[C:1]1([C:7]2[O:11][N:10]=[C:9]([C:20]([OH:22])=[O:17])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 11481356Ethyl 5-phenyl-1,2-oxazole-4-carboxylate

Product 1

HCID 1519165-Phenyl-3-isoxazolecarboxylic acid

Procedure

0.4 g of ethyl 5-phenyl-4-isoxazole carboxylate was dissolved in 10 ml ethanol, and 2 ml of 5N sodium hydroxide solution was added, and the mixture was stirred at room temperature for 1 hour. The reaction solution was neutralized with 2 N hydrochloric acid and then extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated, to give 0.25 g of 5-phenyl-3-isoxazolecarboxylic acid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-1cdd64447c5d447bbbf530f5afb3718f
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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