StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Tetrabutylammonium Fluoride → HCID 178520859, Verbindung

HRID 2233772
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2233772
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[NH:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[NH:21][C:20]1=[C:28]([C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([F:47])[CH:42]=1)=[O:40])[C:29]([C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH:34]=O)=[O:30].C1(P(=O)(C2C=CC=CC=2)[CH2:55][C:56]([F:59])([F:58])[F:57])C=CC=CC=1>C1COCC1>[NH:21]1[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[NH:19][C:20]1=[C:28]([C:29]([C:31]1[CH:38]=[CH:37][CH:36]=[C:33](/[CH:34]=[CH:55]\[C:56]([F:59])([F:58])[F:57])[CH:32]=1)=[O:30])[C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([F:47])[CH:42]=1)=[O:40]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 2724141Tetrabutylammonium FluorideHCID 11323568Diphenyl(2,2,2-trifluoroethyl)phosphine oxideHCID 178519574HCID 178519574, Verbindung

Produkt 1

HCID 178520859HCID 178520859, VerbindungAusbeute 57,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel
2×

Versuchsvorschrift

A 25 ml portion of THF solution containing 7.8 g of tetrabutylammonium fluoride and 24 g of Molecular Sieve 4A was stirred at room temperature for 12 hours in an atmosphere of argon. After cooling to 0° C., 20 ml of THF solution containing 300 mg of 3-[2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-(3-fluorophenyl)-3-oxopropanoyl]benzaldehyde and 1.7 g of diphenyl(2,2,2-trifluoroethyl)phosphine oxide was added dropwise thereto. This was stirred at room temperature for 5 hours. The reaction mixture was filtered, the filtrate was washed with water, dried with anhydrous sodium sulfate and concentrated, and then the thus formed residue was purified by a silica gel column chromatography to obtain 201 mg (57%) of 2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-1-(3-fluorophenyl)-3-{3-[(1Z)-3,3,3-trifluoroprop-1-en-1-yl]phenyl}propane-1,3-dione as a yellow powder from an ethyl acetate-hexane (1:3) eluate. FA: 463

Aufarbeitung

  1. temperatureAfter cooling to 0° C.
  2. additionwas added dropwise
  3. stirringThis was stirred at room temperature for 5 hours
  4. filtrationThe reaction mixture was filtered
  5. washthe filtrate was washed with water
  6. dry with materialdried with anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customthe thus formed residue was purified by a silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-494dd3043bc943cc977d277c70317d14
Quelldatensatz
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07709519B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion