Ethanol → Ethyl 4-hydroxy-3-methoxy-5-nitrophenylglyoxylate

HRID 725321

Reaktionsgleichung

Reaktionsgleichung von HRID 725321
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([OH:14])=[C:7]([O:15][CH3:16])[CH:6]=1)=[O:4].[Se](=O)=[O:18].[CH2:20]([OH:22])[CH3:21]>>[OH:14][C:8]1[C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]([C:3](=[O:4])[C:2]([O:22][CH2:20][CH3:21])=[O:18])=[CH:6][C:7]=1[O:15][CH3:16]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 24007Selenium DioxideHCID 144509832-Bromo-4'-hydroxy-3'-methoxy-5'-nitroacetophenone

Produkt 1

HCID 14450984Ethyl 4-hydroxy-3-methoxy-5-nitrophenylglyoxylate

Versuchsvorschrift

ba) A suspension of 580.1 mg of 2-bromo-4'-hydroxy-3'-methoxy-5'-nitroacetophenone in 10 ml of ethanol is treated with 443.8 mg of selenium dioxide and heated under reflux for 71 hours. Thereafter, the selenium is removed by filtration and the filtrate is evaporated. The residue is dissolved in methylene chloride, washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. There is obtained ethyl 4-hydroxy-3-methoxy-5-nitrophenylglyoxylate of m.p. 165°-167° (from ethanol).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 71 hours
  3. customThereafter, the selenium is removed by filtration
  4. customthe filtrate is evaporated
  5. dissolutionThe residue is dissolved in methylene chloride
  6. washwashed with saturated sodium chloride solution
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-8f0a0573f6c547bca073b6db73e4d30f
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705703

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