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(Diethylamino)sulfur trifluoride → HCID 59389366, Verbindung

HRID 2357926
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2357926
CCN(S(F)(F)[F:7])CC.O[C:11]([C:14]1[CH:32]=[C:17]2[C:18]([C:24]3[CH:25]([CH3:31])[CH2:26][C:27](=[O:30])[NH:28][N:29]=3)=[CH:19][CH:20]=[C:21]([O:22][CH3:23])[N:16]2[N:15]=1)([CH3:13])[CH3:12]>C(Cl)(Cl)Cl>[F:7][C:11]([C:14]1[CH:32]=[C:17]2[C:18]([C:24]3[CH:25]([CH3:31])[CH2:26][C:27](=[O:30])[NH:28][N:29]=3)=[CH:19][CH:20]=[C:21]([O:22][CH3:23])[N:16]2[N:15]=1)([CH3:13])[CH3:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 59389308HCID 59389308, Verbindung

Produkt 1

HCID 59389366HCID 59389366, VerbindungAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

DAST (27.9 mg) was added dropwise to a solution of the compound of Example 242 (21.9 mg) in chloroform (5.0 mL) and the mixture was stirred at 0° C. for 30 min. Subsequently, the reaction was quenched by adding a saturated aqueous sodium bicarbonate solution and the mixture was extracted with chloroform (30 mL). The extract was washed with water and saturated brine and dried over anhydrous sodium sulfate. The dried extract was concentrated and purified by silica gel column chromatography (hexane:ethyl acetate=1:3→ :4) to afford the title compound as a colorless powder (16.0 mg).

Aufarbeitung

  1. customSubsequently, the reaction was quenched
  2. additionby adding a saturated aqueous sodium bicarbonate solution
  3. extractionthe mixture was extracted with chloroform (30 mL)
  4. washThe extract was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. extractionThe dried extract
  7. concentrationwas concentrated
  8. custompurified by silica gel column chromatography (hexane:ethyl acetate=1:3→ :4)

Quellen und Nachweise

ORD-Eintrag
ord-30a14e11a8dd4f869918d223e292f751
Quelldatensatz
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07763617B2

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