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

HCID 88539500, Verbindung → HCID 16102886, Verbindung

HRID 1404565
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1404565
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[N:9]/[S@:10]([C:12]([CH3:15])([CH3:14])[CH3:13])=[O:11])=[C:4]([F:16])[CH:3]=1.[CH3:17][Mg]Cl>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:9][S@:10]([C:12]([CH3:13])([CH3:15])[CH3:14])=[O:11])[CH3:17])=[C:4]([F:16])[CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 88539500HCID 88539500, VerbindungHCID 178418332HCID 178418332, Verbindung2×

Produkt 1

HCID 16102886HCID 16102886, VerbindungAusbeute 82,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-48 °C

Versuchsvorschrift

To a solution of (S)-2-methyl-propane-2-sulfinic acid 1-(4-bromo-2-fluoro-phenyl)-meth-(E)-ylideneamide (4.5 g, 14.7 mmol) in DCM (80 ml) was added methylmagnesium chloride (7.35 ml, 22.0 mmol, 3M solution in ether) dropwise at −48° C. After 1 h additional methylmagnesium chloride (2.45 ml, 7.35 mmol, 3M solution in ether) was added dropwise and the reaction mixture was stirred at −48° C. for 6 h. The reaction was then quenched by addition of sat. NH4Cl solution and the mixture was extracted three times with DCM. The combined organic layers were dried with Na2SO4 and evaporated. The remaining white solid was purified by chromatography (silica gel; heptane/EtOAc 2:1-1:1) to obtain the title compound as white solid (3.89 g, 82%).

Aufarbeitung

  1. customThe reaction was then quenched by addition of sat. NH4Cl solution
  2. extractionthe mixture was extracted three times with DCM
  3. dry with materialThe combined organic layers were dried with Na2SO4
  4. customevaporated
  5. customThe remaining white solid was purified by chromatography (silica gel; heptane/EtOAc 2:1-1:1)

Quellen und Nachweise

ORD-Eintrag
ord-024abc198e904f38b00e0c9ba9dd0ec0
Quelldatensatz
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08912221B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion