Sodium Hydroxide → HCID 3059434, compound

HRID 66908Notes

Reaction equation

HRID 66908 reaction equation
[CH3:1][C:2]([O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][CH2:17][CH3:18])[C:11]([CH3:19])=[C:10]2[C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1)([CH3:5])[CH2:3][OH:4].[OH-].[Na+].[Mn]([O-])(=O)(=O)=[O:29].[K+]>O1CCOCC1.O>[CH3:1][C:2]([O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][CH2:17][CH3:18])[C:11]([CH3:19])=[C:10]2[C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1)([CH3:5])[C:3]([OH:29])=[O:4]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 516875Potassium PermanganateHCID 20529122HCID 20529122, compound

Product 1

HCID 3059434HCID 3059434, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

An amount of 3.38 g (10 m mole) of 2-methyl-2-[2-methyl-1-propyl-3-(4-pyridyl)-1H-indole-5-yloxy]propanol in 50 ml of dioxane was successively mixed with 300 mg of sodium hydroxide in 5 ml of water and then with 3.4 g of potassium permanganate dissolved in 30 ml of water. After stirring for 12 hours, the reaction mixture was filtered, evaporated, and neutralized with dilute sulfuric acid. After extraction with chloroform, the organic phase was dried over sodium sulfate and evaporated. The evaporation residue was recrystallized from ethanol.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customevaporated
  3. extractionAfter extraction with chloroform
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. customevaporated
  6. customThe evaporation residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-47e4be5935044b9eb9e6ff96489fdc5c
Source dataset
uspto-grants-1982_08
Patent number
US04343811

Reaction notes

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