Potassium Hydroxide → HCID 13135380, compound

HRID 441793Notes

Reaction equation

HRID 441793 reaction equation
[CH3:1][CH:2]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:11]=1)[C:3](=[O:9])[C:4]([O:6]CC)=[O:5].[OH-].[K+]>CO>[CH3:1][CH:2]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:11]=1)[C:3](=[O:9])[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 20323915HCID 20323915, compound

Product 1

HCID 13135380HCID 13135380, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2.2 g of ethyl 3-methyl-3-(3-benzoylphenyl)-pyruvate in 20 ml of methanol was added a solution of 1.0 g of potassium hydroxide in 10 ml of methanol, and the resulting mixture was stirred at room temperature for 30 minutes. Subsequently, the methanol was removed from the mixture by distillation under reduced pressure. The residue was charged with water, and insoluble matter was removed therefrom by extraction with ethyl acetate. The extraction mother liquor was acidified with hydrochloric acid and then extracted with ethyl acetate. The ethyl acetate layer was successively washed with water and saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The ethyl acetate was removed by distillation under reduced pressure to obtain 1.6 g of 3-methyl-3-(3-benzoylphenyl)-pyruvic acid. The yield was 79%.

Workup

  1. customSubsequently, the methanol was removed from the mixture by distillation under reduced pressure
  2. additionThe residue was charged with water, and insoluble matter
  3. customwas removed
  4. extractionby extraction with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate layer was successively washed with water and saturated aqueous sodium chloride solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe ethyl acetate was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-107a238b427541e0bc7da1b0d3907c9a
Source dataset
uspto-grants-1977_08
Patent number
US04042617

Reaction notes

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