Ethanol → HCID 10802615, compound

HRID 2394806Notes

Reaction equation

HRID 2394806 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](=O)[C:8](=[O:12])[NH:9]2)=[CH:5][CH:4]=1.[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=O)[CH3:15].[OH-].[K+].CC[OH:27]>O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:8]([OH:12])=[O:27])=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:9]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 7410AcetophenoneHCID 14797Potassium HydroxideHCID 103749726-Methoxyisatin

Product 1

HCID 10802615HCID 10802615, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 g (28.2 mmol) of 6-methoxyisatin, 4 ml (33.8 mmol) of acetophenone and 5.2 g (92.6 mmol) of potassium hydroxide were dissolved in 22.9 ml of abs. EtOH and the slurry heated at 80° C. for 42 hours. After cooling of the reaction mixture, 50 ml of water were added and the solution extracted with 50 ml of Et2O. The ice-cooled aqueous phase was acidified to pH 1 with 37% HCl and the precipitate collected by filtration and washed with water.

Workup

  1. additionwere added
  2. extractionthe solution extracted with 50 ml of Et2O
  3. temperatureThe ice-cooled aqueous phase
  4. filtrationthe precipitate collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-0c51c1180e434436a86cccefe5043774
Source dataset
uspto-grants-1998_09
Patent number
US05811553

Reaction notes

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