Water → 1-Benzyl-4-(4-isopropylbenzoyl)piperidine

HRID 1743198

Reaktionsgleichung

Reaktionsgleichung von HRID 1743198
[CH:1]([C:4]1[CH:17]=[CH:16][C:7]([C:8]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O>CN(C)C=O>[CH2:24]([N:13]1[CH2:14][CH2:15][CH:10]([C:8](=[O:9])[C:7]2[CH:16]=[CH:17][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=2)[CH2:11][CH2:12]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 222382884-[4-(Propan-2-yl)benzoyl]piperidine

Produkt 1

HCID 219613551-Benzyl-4-(4-isopropylbenzoyl)piperidineAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-(4-isopropylbenzoyl)piperidine in N,N-dimethylformamide (100 mL), potassium carbonate (9.60 g, 69.5 mmol) and benzyl bromide (8.50 g, 71.5 mmol) were added, and the resulting mixture was stirred for 20 hours at room temperature. The mixture was poured into water, and extracted twice with ethyl acetate. The organic layers were combined, washed with an aqueous saturated sodium hydrogencarbonate, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was crystallized from hexane to obtain the title compound (13.53 g, yield 66%).

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. washwashed with an aqueous saturated sodium hydrogencarbonate
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was crystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-ad5566352c4f4a43b9d587608d1e9f99
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07008950B1

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