Potassium Carbonate → HCID 55004078, Verbindung

HRID 591635Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591635
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[N:10]1([C:17](=[O:19])[CH3:18])[CH2:16][CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[C:17]([N:10]1[CH2:16][CH2:15][CH2:14][N:13]([C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[CH2:12][CH2:11]1)(=[O:19])[CH3:18]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 4186202N-Acetylhomopiperazine

Produkt 1

HCID 55004078HCID 55004078, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 4-fluorobenzaldehyde (1.56 g, 12.6 mmol), 1-(1,4-diazepan-1-yl)ethanone (1.5 g, 10.5 mmol), and K2CO3 (1.74 g, 12.6 mmol) in DMF (10 mL) were heated at 120° C. for 20 hours. The mixture was cooled to room temperature and diluted with water. The mixture was extracted with ethyl acetate and the organic phase washed with brine, dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by flash chromatography on silica gel, eluting with 50% ethyl acetate/hexanes to 100% ethyl acetate to 10% methanol/ethyl acetate, to afford 4-(4-acetyl-1,4-diazepan-1-yl)benzaldehyde (1.8 g, 70%).

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe organic phase washed with brine
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by flash chromatography on silica gel
  8. washeluting with 50% ethyl acetate/hexanes to 100% ethyl acetate to 10% methanol/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-129c7f9c2a664a318756bdd8b00e1f18
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238640B2

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