Selenium Dioxide → 6,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

HRID 1606327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1606327
[C:1]([C:5]1[CH:6]=[C:7]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:8]2[O:13][CH:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][C:10](=[O:19])[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2].[Se](=O)=O>CCOCC>[C:1]([C:5]1[CH:6]=[C:7]([C:21]([CH3:22])([CH3:24])[CH3:23])[C:8]2[O:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10](=[O:19])[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 24007Selenium DioxideHCID 867332766,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

Produkt 1

HCID 538439426,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 3.32 parts of 6,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester and 3.33 parts of selenium dioxide was refluxed in 35 parts of xlene for eight hours. The reaction mixture was cooled, ether was added and the insoluble inorganic products were removed by filtration. Evaporation of the volatile components of the filtrate gave a brown residue which crystallised from light petroleum (b.p. 40°-60°C) to give 1.54 parts of 6,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester, m.p. 130°-131.5°C.

Aufarbeitung

  1. temperaturewas refluxed in 35 parts of xlene for eight hours
  2. temperatureThe reaction mixture was cooled
  3. customthe insoluble inorganic products were removed by filtration
  4. customEvaporation of the volatile components of the filtrate
  5. customgave a brown residue which
  6. customcrystallised from light petroleum (b.p. 40°-60°C)

Quellen und Nachweise

ORD-Eintrag
ord-ec7c54b1a57140d1aaa4df6e394ae49b
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03952104

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