Iodine → HCID 178461291, Verbindung

HRID 1913518Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1913518
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH:12]=[C:11]([CH2:13][OH:14])[N:10]=[CH:9]2)[CH2:4][CH2:3]1.C(=O)(O)[O-].[Na+].II.S([O-])([O-])(=O)=S.[Na+].[Na+]>C1(C)C=CC=CC=1.O>[CH3:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([N:8]2[CH:12]=[C:11]([CH:13]=[O:14])[N:10]=[CH:9]2)[CH2:6][CH2:7]1

Komponenten

7

Edukt 4

HCID 807IodineHCID 24477Sodium ThiosulfateHCID 516892Sodium BicarbonateHCID 178461292HCID 178461292, Verbindung

Produkt 1

HCID 178461291HCID 178461291, VerbindungAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The compound (1.04 g) obtained in Step 2 of this Reference Example was dissolved in toluene (10 mL). To the solution, a solution of sodium bicarbonate (1.35 g) in water (5 mL), iodine (2.72 g), and 2,2,6,6-tetramethyl-1-piperidinyloxy (84 mg) were added in this order, and the mixture was stirred at room temperature for 2 hours. To the reaction solution, saturated aqueous sodium thiosulfate was added, and organic matter was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered, and the solvent was distilled off under reduced pressure to obtain a crude product. This crude product was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=1/1-1/2) to obtain the title compound (0.900 g).

Aufarbeitung

  1. extractionorganic matter was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. distillationthe solvent was distilled off under reduced pressure
  5. customto obtain a crude product
  6. customThis crude product was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=1/1-1/2)

Quellen und Nachweise

ORD-Eintrag
ord-1b85374c21d04779a039cab6fb0cc3bb
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609710B2

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