Potassium Hydroxide → HCID 8167113, compound

HRID 1760237Notes

Reaction equation

HRID 1760237 reaction equation
[C:1]([C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10][OH:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[OH-].[K+].[O-:17][Mn](=O)(=O)=O.[K+]>O1CCOCC1.O>[C:1]([C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[C:10]([OH:17])=[O:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 516875Potassium PermanganateHCID 22597786HCID 22597786, compound

Product 1

HCID 8167113HCID 8167113, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

3-Pivaloylbenzyl alcohol (0.80 g, 4.16 mmol) was dissolved in dioxane (20 ml). A solution of KOH (0.35 g, 6.30 mmol) in water (5 ml) was added followed by KMnO4 (145 g, 9.17 mmol). The mixture was stirred at room temperature over the weekend. The solution was filtered through Celite and extracted with ether. The aqueous phase was acidified with dil. HCl and extracted with ether (3×50 ml). The organic layer was dried over magnesium sulphate and concentrated in vacuo to afford the title compound as a white solid (0.80 g).

Workup

  1. filtrationThe solution was filtered through Celite
  2. extractionextracted with ether
  3. extractionextracted with ether (3×50 ml)
  4. dry with materialThe organic layer was dried over magnesium sulphate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6a92e8ff5f19464bbca36c652b33d93a
Source dataset
uspto-grants-2005_01
Patent number
US06841560B2

Reaction notes

Loading…