Potassium Hydroxide → 126244-29-9

HRID 1590994Notes

Reaction equation

HRID 1590994 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 ia acidified with concentrated 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. extractionExtracting with dichloromethane
  3. customevaporating

Sources & evidence

ORD record
ord-ad8dc09dfbae437f96bb49f4032da56b
Source dataset
uspto-grants-1993_04
Patent number
US05205854

Reaction notes

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