Benzenepropanal → N-Hydroxy-N,3-diphenylpropanamide

HRID 1099333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099333
C1CCN2C(=NCCC2)CC1.[C:12]1([CH2:18][CH2:19][CH:20]=[O:21])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[N:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:23]>ClCCl>[OH:23][N:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:20](=[O:21])[CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 7707BenzenepropanalHCID 11473NitrosobenzeneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Produkt 1

HCID 12399704N-Hydroxy-N,3-diphenylpropanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

DBU (15 mg, 0.1 mmol) was added under argon to a solution of 3-phenylpropanal (134 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (36.4 mg, 0.1 mmol) in dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 10 min. The solvent was removed under vacuum, and the residue was purified by flash silica gel column chromatography using hexane and ethyl acetate as the eluents.

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by flash silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-06b8fb3c68ea4e9fa0051ebf209b07ba
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143423B2

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