Nitrosobenzene → N-hydroxy-N-phenylcyclopropanecarboxamide

HRID 1099335

Reaktionsgleichung

Reaktionsgleichung von HRID 1099335
C1CCN2C(=NCCC2)CC1.[CH:12]1([CH:15]=[O:16])[CH2:14][CH2:13]1.[N:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:18]>ClCCl>[OH:18][N:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:15]([CH:12]1[CH2:14][CH2:13]1)=[O:16]

Komponenten

5

Edukt 3

HCID 11473NitrosobenzeneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 123114Cyclopropanecarboxaldehyde

Produkt 1

HCID 24938705N-hydroxy-N-phenylcyclopropanecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

DBU (15 mg, 0.1 mmol) was added under argon to a solution of cyclopropanal (70 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-9adaf506175c49d68e38d70446ff1402
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143423B2

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