Potassium Hydroxide → HCID 23335811, compound

HRID 2050375Notes

Reaction equation

HRID 2050375 reaction equation
[N:1]1([CH:10]([C:16]([O:18]CC)=[O:17])[C:11]([O:13]CC)=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH-].[K+]>C(O)C>[N:1]1([CH:10]([C:11]([OH:13])=[O:12])[C:16]([OH:18])=[O:17])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 53814688HCID 53814688, compound

Product 1

HCID 23335811HCID 23335811, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of diethyl (1H-indol-1-yl)malonate (0.02 mole) in 25 ml of absolute ethanol is added 25 ml (0.02 mole) of 0.8 N ethanolic potassium hydroxide. This solution is stirred overnight. The solvent is flash evaporated and the residue is dissolved in 25 ml of water and washed twice with 50 ml of ether. The aqueous phase is separated, acidified to pH of 2.5, saturated with sodium chloride and extracted twice with 80 ml of ether. The ether extracts are combined, dried and evaporated to give the monoethyl ester of (1H-indol-1-yl)malonic acid.

Workup

  1. customevaporated
  2. dissolutionthe residue is dissolved in 25 ml of water
  3. washwashed twice with 50 ml of ether
  4. customThe aqueous phase is separated
  5. extractionextracted twice with 80 ml of ether
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-439f56aa0a1f43318d49dd9f059ac0b0
Source dataset
uspto-grants-1980_04
Patent number
US04200747

Reaction notes

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