Potassium Hydroxide → HCID 15754281, compound

HRID 1084637Notes

Reaction equation

HRID 1084637 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[C:23]([Cl:26])[C:24]=1[F:25])[C:5]([N:8]([CH2:18][C:19](=O)[CH3:20])[C:9](=[O:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:7])[CH3:6].[OH-].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[C:23]([Cl:26])[C:24]=1[F:25])[C:5]([N:8]1[CH2:18][C:19]([CH3:20])=[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]1=[O:17])([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19978934HCID 19978934, compound

Product 1

HCID 15754281HCID 15754281, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.0 g (0.01 mol) of N-(3,5-dichloro-4-fluoro-α,α-dimethylbenzyl)-N-(2-oxopropyl)phenylacetamide prepared in accordance with the method of Reference Example 8, was dissolved in 50 ml of ethyl alcohol, and 0.5 g (0.009 mol) of potassium hydroxide powder was added thereto. The mixture was refluxed under heating for 10 minutes. Then, the solvent was distilled off under reduced pressure, and water was added thereto and extracted with ethyl acetate. The ethyl acetate layer was dried over an hydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure, followed by purification by silica gal column chromatography (n-hexane/ethyl acetate) to obtain 2.5 g (yield: 67.5%) of the desired compound as colorless crystals

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 10 minutes
  3. distillationThen, the solvent was distilled off under reduced pressure, and water
  4. additionwas added
  5. extractionextracted with ethyl acetate
  6. dry with materialThe ethyl acetate layer was dried over an hydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customfollowed by purification by silica gal column chromatography (n-hexane/ethyl acetate)

Sources & evidence

ORD record
ord-78d533907f8a46fa9572ba76c897bb84
Source dataset
uspto-grants-1991_04
Patent number
US05006157

Reaction notes

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