Water → N-(1-benzoylpiperidin-4-yl)-4-fluorobenzamide

HRID 49789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 49789
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.N1C=CC=CC=1.[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O>ClCCl>[C:23]([N:1]1[CH2:2][CH2:3][CH:4]([NH:7][C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:5][CH2:6]1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 7412Benzoyl chlorideHCID 47782264-fluoro-N-(piperidin-4-yl)benzamide

Produkt 1

HCID 9797409N-(1-benzoylpiperidin-4-yl)-4-fluorobenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a suspension of N-(piperidin-4-yl)-4-fluorobenzamide (0.5 g) in dichloromethane (5 ml) were added pyridine (218 μl), dichloromethane (5 ml) and benzoyl chloride (290 μl) at ambient temperature. After stirring for 3.5 hours, water (5 ml) was poured into the mixture. An organic layer was separated, and washed with water and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. A residue was purified by column chromatography (silica gel, toluene:ethyl acetate=1:1 to ethyl acetate). After rinse with diisopropyl ether, N-(1-benzoylpiperidin-4-yl)-4-fluorobenzamide (515 mg) was obtained.

Aufarbeitung

  1. customAn organic layer was separated
  2. washwashed with water and brine
  3. dry with materialAfter drying with magnesium sulfate
  4. customthe solvents were removed under reduced pressure
  5. customA residue was purified by column chromatography (silica gel, toluene:ethyl acetate=1:1 to ethyl acetate)
  6. washAfter rinse with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-64d0f593fc724881840098bfc8140046
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710043B1

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