Potassium Carbonate → HCID 178508870, Verbindung

HRID 1014931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1014931
O=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][CH2:4][CH:3]1[C:13]([O:15]C)=O.[Cl-].[NH2:18][C:19]([NH2:21])=[NH:20].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:21][C:19]1[N:18]=[C:13]([OH:15])[C:3]2[CH2:4][CH2:5][CH2:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:2]=2[N:20]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 10104791methyl 5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-carboxylateHCID 21864146CID 21864146

Produkt 1

HCID 178508870HCID 178508870, VerbindungAusbeute 68,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of the product from Example 4A (4.2 g, est. 18 mmol), guanidine chloride (7.1 g, 72.8 mmol), and K2CO3 (10.8 g, 78 mmol) in DMF (30 mL) was heated to 125° C. for 3 hours. The mixture was cooled and the solids were removed by filtration. The solids were washed with EtOAc. The combined filtrates were concentrated under reduced pressure and the residue was passed through silica gel pad eluting with EtOAc:hexanes (8:2) and then with MeOH:EtOAc:CH2Cl2 (10:45:45) to provide the title compound as a white solid (2.8 g).

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. customthe solids were removed by filtration
  3. washThe solids were washed with EtOAc
  4. concentrationThe combined filtrates were concentrated under reduced pressure
  5. washeluting with EtOAc:hexanes (8:2)

Quellen und Nachweise

ORD-Eintrag
ord-e935b28794954a5990241555437b808b
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07985745B2

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