Potassium Hydroxide → HCID 53961231, compound

HRID 597719Notes

Reaction equation

HRID 597719 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:5]=[CH:6][C:7]=1[CH3:8].[OH-:15].[K+].[Mn]([O-])(=O)(=O)=[O:18].[K+]>O>[F:1][C:2]1[CH:3]=[C:4]([C:9](=[O:14])[C:10]([CH3:11])([CH3:13])[CH3:12])[CH:5]=[CH:6][C:7]=1[C:8]([OH:18])=[O:15]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 516875Potassium PermanganateHCID 21438130HCID 21438130, compound

Product 1

HCID 53961231HCID 53961231, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 16.5 g. (0.085 mole) of 3'-fluoro-2,2,4'-trimethyl propiophenone, 30.0 g. (0.532 mole) potassium hydroxide and 150 ml. H2O is treated with 26.7 g. (0.170 mole) of potassium permanganate in 150 ml. of water. The resulting mixture is refluxed for 4 1/2 hours. The cooled mixture is then treated with 5 ml. ethanol and filtered. The aqueous solution is extracted with ether and then acidified with concentrated hydrochloric acid. The resulting solid is washed with water and suspended in methylene chloride and then filtered. The methylene chloride filtrate is dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to give o-fluoro-4-pivaloyl benzoic acid.

Workup

  1. additionA mixture of 16.5 g
  2. temperatureThe resulting mixture is refluxed for 4 1/2 hours
  3. additionThe cooled mixture is then treated with 5 ml
  4. filtrationethanol and filtered
  5. extractionThe aqueous solution is extracted with ether
  6. washThe resulting solid is washed with water
  7. filtrationfiltered
  8. dry with materialThe methylene chloride filtrate is dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customevaporated in vacuo

Sources & evidence

ORD record
ord-5dacc0cf24354df589c0b078b7c68d2b
Source dataset
uspto-grants-1977_03
Patent number
US04015010

Reaction notes

Loading…