Potassium Hydroxide → HCID 15692980, compound

HRID 1591001Notes

Reaction equation

HRID 1591001 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 dichlormethane, 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 dichlormethane
  3. customthe organic phase is evaporated down

Sources & evidence

ORD record
ord-3b522d16ab474655af0dc1bf2837dc4f
Source dataset
uspto-grants-1993_04
Patent number
US05205854

Reaction notes

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