Potassium Carbonate → HCID 89472303, Verbindung

HRID 514640

Reaktionsgleichung

Reaktionsgleichung von HRID 514640
[CH3:1][C:2]1([CH3:30])[O:7][CH2:6][C:5]([CH2:20][CH2:21][N:22]2[CH:26]=[CH:25][N:24]=[C:23]2[N+:27]([O-:29])=[O:28])([CH2:8]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:4][O:3]1.C1N2CCOCCOCCN(CCOCCOCC2)CCOCCOC1.[F-:57].[K+].C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O>[CH3:1][C:2]1([CH3:30])[O:7][CH2:6][C:5]([CH2:8][F:57])([CH2:20][CH2:21][N:22]2[CH:26]=[CH:25][N:24]=[C:23]2[N+:27]([O-:29])=[O:28])[CH2:4][O:3]1

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 728012,2,2-CryptandHCID 522689Potassium FluorideHCID 90300383HCID 90300383, Verbindung

Produkt 1

HCID 89472303HCID 89472303, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

5 mg (11.4 μmol equivalents) of 2,2-dimethyl-5-[2-(2-nitro-1H-imidazol-1-yl)ethyl]-5-(p-toluenesulfonyloxymethyl)-1,3-dioxane was dissolved in 1 mL of acetonitrile, 14 mg (34.5 μmol equivalents) of Kryptofix 222 (trade name, Merck), 0.82 g (14.1 μmol equivalents) of potassium fluoride, and 0.4 mg (2.9 μmol equivalents) of potassium carbonate were added thereto, and the mixture was refluxed while heating for 5 hours. After completion of the reaction, water was added and the mixture was extracted three times with chloroform. The combined chloroform layers were dried with anhydrous magnesium sulfate and subsequently concentrated under vacuum. The obtained crude product was purified by silica gel column chromatography to give a trace amount of 2,2-dimethyl-5-fluoromethyl-5-[2-(2-nitro-1H-imidazol-1-yl)ethyl]-1,3-dioxane.

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. temperaturewhile heating for 5 hours
  3. additionwas added
  4. extractionthe mixture was extracted three times with chloroform
  5. dry with materialThe combined chloroform layers were dried with anhydrous magnesium sulfate
  6. concentrationsubsequently concentrated under vacuum
  7. customThe obtained crude product
  8. customwas purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-580166d362e24caeb0a8f552f095afce
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09107964B2

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