Potassium Hydroxide → HCID 10892106, compound

HRID 1634130Notes

Reaction equation

HRID 1634130 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=1)=[CH:5]2.[OH-].[K+]>CCO.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=1)=[CH:5]2

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18677344HCID 18677344, compound

Product 1

HCID 10892106HCID 10892106, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of methyl 4-(5,6-dichloro-1H-indol-2-yl)benzoate (0.86 g, 2.7 mmol) and KOH (0.36 g, 6.4 mmol) in a mixture of EtOH (15 ml) and water (15 ml) was refluxed for 3 h. After concentration of the ethanol, the solution was acidified and extracted with ethyl acetate. The organic phase was washed with water, dried over MgSO4 and concentrated in vacuo to afford 0.58 g (1.8 mmol, yield 70%) of the acid used without further purification.

Workup

  1. temperaturewas refluxed for 3 h
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-898b92797a8f41d2b0c9e6dfdfad5992
Source dataset
uspto-grants-2003_01
Patent number
US06506758B2

Reaction notes

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