Potassium Hydroxide → HCID 23335811, compound

HRID 904011Notes

Reaction equation

HRID 904011 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-fef2aca48597452da7389611b4f5d7a8
Source dataset
uspto-grants-1980_10
Patent number
US04229574

Reaction notes

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