Potassium Hydroxide → HCID 15692980, compound

HRID 1090026Notes

Reaction equation

HRID 1090026 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]([C:6]1[O:10][N:9]=[C:8]([CH3:11])[C:7]=1[C:12]([O:14]CC)=[O:13])=[O:5])[CH3:2].[OH-].[K+]>O.C(O)C>[CH2:17]([N:3]([CH2:1][CH3:2])[C:4]([C:6]1[O:10][N:9]=[C:8]([CH3:11])[C:7]=1[C:12]([OH:14])=[O:13])=[O:5])[CH3:18]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 15692979HCID 15692979, compound

Product 1

HCID 15692980HCID 15692980, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

5.0 g of the ester from Example 9 and 1.4 g of potassium hydroxide in 10 ml of water and 20 ml of ethanol are stirred at room temperature. When the reaction is complete, the mixture is diluted with water and extracted with dichloromethane. Thereafter, the aqueous phase is acidified with hydrochloric acid and extracted with dichloromethane, and the organic phase is evaporated down. 3.0 g of 5-diethylaminocarbonyl-3-methylisoxazole-4-carboxylic acid are obtained as a pale oil (compound No. 4).

Workup

  1. extractionextracted with dichloromethane
  2. extractionextracted with dichloromethane
  3. customthe organic phase is evaporated down

Sources & evidence

ORD record
ord-77242b6cb821451a81bd081faf39cd2c
Source dataset
uspto-grants-1992_01
Patent number
US05080708

Reaction notes

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