Benzoyl chloride → HCID 66936232, Verbindung

HRID 1366667Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1366667
[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[C@@H:4]1[CH2:8][CH2:7][CH2:6][NH:5]1.C(=O)(O)[O-].[Na+].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(Cl)Cl.O>[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:16]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:23]

Komponenten

6

Edukt 3

HCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 7408249(2S)-N,N-dimethylpyrrolidine-2-carboxamide

Produkt 1

HCID 66936232HCID 66936232, VerbindungAusbeute 104 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

N,N-Dimethyl-L-prolinamide (2.50 g, 17.58 mmol) was dissolved in a mixture of CH2Cl2 (50 mL) and water (50 mL), then solid sodium bicarbonate (2.95 g, 35.16 mmol) was added, followed by benzoyl chloride (2.1 mL, 18.45 mmol). After stirring overnight, the phases were separated, and the aqueous phase was extracted with CH2Cl2 (3×50 mL). The combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to provide N,N-dimethyl-1-(phenylcarbonyl)-L-prolinamide (4.502 g, >99%). LCMS: (M+H)+: 247.2.

Aufarbeitung

  1. customthe phases were separated
  2. extractionthe aqueous phase was extracted with CH2Cl2 (3×50 mL)
  3. dry with materialThe combined organic phase was dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4103c442fcbd42469e2aecacfc1c6d7c
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07893056B2

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