Ethanol → HCID 20338067, compound

HRID 1395770Notes

Reaction equation

HRID 1395770 reaction equation
[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[N:12][C:6]=2[O:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:21])[C:18](N)=[O:19])[CH:15]=[CH:16][C:3]1=2.[OH-].[K+].O.C([OH:27])C>C(O)(=O)C>[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[N:12][C:6]=2[O:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:21])[C:18]([OH:27])=[O:19])[CH:15]=[CH:16][C:3]1=2

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 20338060HCID 20338060, compound

Product 1

HCID 20338067HCID 20338067, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The mixture of 40 mg of 2-(5,6-dihydro-6-oxo benzo[b]-pyrido[3,2-f]oxepin-9-yl)-propionamide, 180 mg of potassium hydroxide, 1.5 ml of water and 5 ml of ethanol was refluxed with stirring for 5 hours. After cooling, the solvent was distilled off to obtain the residue, to this was added ice-water and the mixture was acidified with acetic acid and extracted with chloroform. The extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain the oil, which was chromatographed over silica gel, eluted with chloroform-ethanol, and there was obtained 20 mg of 2-(5,6-dihydro-6-oxo benzo[b]pyrido[3,2-f]oxepin-9-yl)-propionic acid as pale yellow powder.

Workup

  1. temperaturewas refluxed
  2. temperatureAfter cooling
  3. distillationthe solvent was distilled off
  4. customto obtain the residue
  5. extractionextracted with chloroform
  6. washThe extract was washed with saturated sodium chloride solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled off
  9. customto obtain the oil, which
  10. customwas chromatographed over silica gel
  11. washeluted with chloroform-ethanol

Sources & evidence

ORD record
ord-4fa915dba8b941c383ce73d99c4f6d1e
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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