Hydrogen Peroxide → N,N-Diisopropyl-3-carbamoyl-3-phenylpropanamide

HRID 428341Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 428341
[CH:1]([N:4]([CH:17]([CH3:19])[CH3:18])[C:5](=[O:16])[CH2:6][CH:7]([C:14]#[N:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:3])[CH3:2].[OH:20]O>CCO.[OH-].[Na+]>[CH:17]([N:4]([CH:1]([CH3:3])[CH3:2])[C:5](=[O:16])[CH2:6][CH:7]([C:14](=[O:20])[NH2:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:19])[CH3:18]

Komponenten

5

Edukt 2

HCID 784Hydrogen PeroxideHCID 18357355N,N-Diisopropyl-3-cyano-3-phenylpropanamide

Produkt 1

HCID 18357397N,N-Diisopropyl-3-carbamoyl-3-phenylpropanamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

N,N-Diisopropyl-3-cyano-3-phenylpropanamide (21.1 g, 82 mmol) was dissolved in EtOH (130 mL) and 2 M NaOH (100 mL). Hydrogen peroxide (30%, 20.2 mL, 200 mmol) was added and the mixture was stirred at ambient temperature for two hours. The resulting precipitate was filtered, washed with water and dried, yielding the title compound as white crystals, 15.6 g (69%): 1H NMR (CDCl3) δ1.09 (d, 3H), 1.19 (d, 3H), 1.31 (m, 6H), 2.51 (dd, 1H), 3.30 (dd, 1H), 3.41 (m, 1H), 4.02 (m, 1H), 4.18 (dd, 1H), 5.7 (br, 1H), 6.4 (br, 1H), 7.21-7.42 (m, 5H).

Aufarbeitung

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1056e1efe18f4c79ab3264c2884f9206
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313132B1

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