Iodine → HCID 12401704, Verbindung

HRID 236890Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 236890
[C:1](O)(=[O:3])C.CS[CH:7]([OH:19])[C:8]1[O:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12](=[O:14])[CH:13]=1.II.[CH3:22]O>>[CH3:1][O:3][CH:7]([O:19][CH3:22])[C:8]1[O:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12](=[O:14])[CH:13]=1

Komponenten

4

Edukt 3

HCID 807IodineHCID 887MethanolHCID 70601480HCID 70601480, Verbindung

Produkt 1

HCID 12401704HCID 12401704, VerbindungAusbeute 86 %

Versuchsvorschrift

A stirred solution of 2-[(methylthio)hydroxymethyl)-4H-1- benzopyran-4-one acetate](2.64 g, 0.01 m) and iodine (1.39 g, 0.01 m) in methanol (50 ml) was refluxed under nitrogen for 6 hours. After cooling, the solvents were removed under reduced pressure. The red-brown oil was dissolved in chloroform and washed three times (30 ml) with aqueous saturated sodium thiosulfate. The chloroform extract was dried over sodium sulfate. Removal of the solvent under reduced pressure gave crude solid product. Recrystallization from isopropyl ether gave yellow crystals (1.9 g, 86%), m.p. 64°-68°.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe solvents were removed under reduced pressure
  3. dissolutionThe red-brown oil was dissolved in chloroform
  4. washwashed three times (30 ml) with aqueous saturated sodium thiosulfate
  5. extractionThe chloroform extract
  6. dry with materialwas dried over sodium sulfate
  7. customRemoval of the solvent under reduced pressure
  8. customgave crude solid product
  9. customRecrystallization from isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-b4026119675d4501b228acc94bfb1628
Quelldatensatz
uspto-grants-1979_06
Patentnummer
US04158663

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