Nitrosobenzene → (E)-N-hydroxy-3-(4-methoxyphenyl)-N-phenylacrylamide

HRID 1099339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099339
C1CCN2C(=NCCC2)CC1.[CH3:12][O:13][C:14]1[CH:23]=[CH:22][C:17](/[CH:18]=[CH:19]/[CH:20]=[O:21])=[CH:16][CH:15]=1.[N:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:25]>ClCCl>[OH:25][N:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20](=[O:21])/[CH:19]=[CH:18]/[C:17]1[CH:22]=[CH:23][C:14]([O:13][CH3:12])=[CH:15][CH:16]=1

Komponenten

5

Edukt 3

HCID 11473NitrosobenzeneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 641294p-METHOXYCINNAMALDEHYDE

Produkt 1

HCID 14740422(E)-N-hydroxy-3-(4-methoxyphenyl)-N-phenylacrylamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

DBU (7.5 mg, 0.05 mmol) was added under argon to a solution of (E)-4-methoxycinnamaldehyde (162 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (18.2 mg, 0.05 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-49154436f95d40fab3329f7a5798f36f
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143423B2

Notizen zur Reaktion

Wird geladen…