Potassium Hydroxide → 126244-29-9

HRID 1090016Notes

Reaction equation

HRID 1090016 reaction equation
[CH3:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([C:12]([O:14]CC)=[O:13])[O:4][N:3]=1.[OH-].[K+]>C(O)C.O>[CH3:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([C:12]([OH:14])=[O:13])[O:4][N:3]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 15692964HCID 15692964, compound

Product 1

HCID 15692965126244-29-9

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

65 g of diethyl 3-methylisoxazole-4,5-dicarboxylate, dissolved in 100 ml of ethanol, are added dropwise to 18.9 g of potassium hydroxide in 100 ml of water at room temperature. After 16 hours, the mixture is poured onto 300 ml of water and extracted with ether, and the aqueous phase is acidified with concentration hydrochloric acid. Extracting with dichloromethane and evaporating down give 3-methyl-4-ethoxycarbonylisoxazole-5-carboxylic acid as colorless crystals of melting point 54°-58° C.

Workup

  1. extractionextracted with ether
  2. concentrationthe aqueous phase is acidified with concentration hydrochloric acid
  3. extractionExtracting with dichloromethane
  4. customevaporating

Sources & evidence

ORD record
ord-49def8079d96465e916770109b8ec960
Source dataset
uspto-grants-1992_01
Patent number
US05080708

Reaction notes

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