Potassium Hydroxide → HCID 15754307, compound

HRID 1461657Notes

Reaction equation

HRID 1461657 reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:5]=[C:6]([CH:24]=[C:25]([Cl:29])[C:26]=1[O:27][CH3:28])[C:7]([N:10]([CH2:20][C:21](=O)[CH3:22])[C:11](=[O:19])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([CH3:9])[CH3:8]>C(O)C>[Cl:29][C:25]1[CH:24]=[C:6]([CH:5]=[C:4]([Cl:3])[C:26]=1[O:27][CH3:28])[C:7]([N:10]1[CH2:20][C:21]([CH3:22])=[C:12]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:11]1=[O:19])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19978929HCID 19978929, compound

Product 1

HCID 15754307HCID 15754307, compoundYield 66.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.5 g (0.008 mol) of potassium hydroxide powder was added to an ethyl alcohol solution of 8.2 g (0.02 mol) of N-(3,5-dichloro-4-methoxy-α,α-dimethylbenzyl)-N-(2-oxopropyl)phenylacetamide prepared by the method of Reference Example 8, and the mixture was refluxed under heating for 20 minutes. The reaction solution was cooled, and then ethanol was distilled off under reduced pressure. Water was added to the residue and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography to obtain 5.2 g (yield: 66%) of the desired compound as colorless crystals.

Workup

  1. customprepared by the method of Reference Example 8
  2. temperaturethe mixture was refluxed
  3. temperatureunder heating for 20 minutes
  4. temperatureThe reaction solution was cooled
  5. distillationethanol was distilled off under reduced pressure
  6. additionWater was added to the residue
  7. extractionextracted with ethyl acetate
  8. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off under reduced pressure
  10. customfollowed by purification by silica gel column chromatography

Sources & evidence

ORD record
ord-149c64a93c7d49a3b3d9b2a140109bee
Source dataset
uspto-grants-1991_12
Patent number
US05076834

Reaction notes

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