Potassium Hydroxide → HCID 20529139, compound

HRID 66886Notes

Reaction equation

HRID 66886 reaction equation
C([O:3][C:4](=[O:28])[C:5]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH3:18])[C:13]([CH3:19])=[C:12]2[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[O:26][CH3:27])([CH3:7])[CH3:6])C.[OH-].[K+]>CO.O>[CH3:27][O:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:12]1[C:11]2[C:15](=[CH:16][CH:17]=[C:9]([O:8][C:5]([CH3:6])([CH3:7])[C:4]([OH:28])=[O:3])[CH:10]=2)[N:14]([CH3:18])[C:13]=1[CH3:19]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 54368663HCID 54368663, compound

Product 1

HCID 20529139HCID 20529139, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

One gram (2.6 m mole) of 2-[3-(2-methoxy-phenyl)-1,2-dimethyl-1H-indole-5-yloxy]-2-methyl-propanoic acid ethylester was dissolved in 18 ml of methanol and mixed with a solution of 0.35 g of potassium hydroxide in 2 ml of water. Within three to four hours 6 ml of water were added dropwise at room temperature so slowly that no ester precipitated. After stirring of the mixture for two to three hours, the methanol was distilled off at the rotation evaporator. Subsequently 20 ml of water were added and the alkaline solution was extracted twice with ether. After the aqueous phase was acidified with hydrochloric acid, the aqueous phase was extracted with ether. The ether extracts were dried over sodium sulfate. After the ether was distilled off, the residue obtained was treated with petroleum ether, whereby the crystalline acid was obtained.

Workup

  1. customprecipitated
  2. distillationthe methanol was distilled off at the rotation evaporator
  3. additionSubsequently 20 ml of water were added
  4. extractionthe alkaline solution was extracted twice with ether
  5. extractionthe aqueous phase was extracted with ether
  6. dry with materialThe ether extracts were dried over sodium sulfate
  7. distillationAfter the ether was distilled off
  8. customthe residue obtained
  9. customwas obtained

Sources & evidence

ORD record
ord-1cff2e3ec8914c8ea8271c2ca4fac911
Source dataset
uspto-grants-1982_08
Patent number
US04343811

Reaction notes

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