p-Nitroacetophenone → HCID 10999672, Verbindung

HRID 13482

Reaktionsgleichung

Reaktionsgleichung von HRID 13482
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH3:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:13]1([CH2:19][NH2:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CO>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][NH:20][CH2:19][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 7487p-NitroacetophenoneHCID 7504BenzylamineHCID 5049666Sodium triacetoxyborohydride

Produkt 1

HCID 10999672HCID 10999672, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-nitrophenyl)ethan-1-one (1 eq) and phenylmethylamine (1 eq) in methanol was added sodium triacetoxyborohydride (1.2 eq). The resulting mixture was stirred at ambient temperature for 16 h. The mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was concentrated and preparative purification yielded [(4-nitrophenyl)ethyl]benzylamine. MS: MH+=256.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. custompartitioned between ethyl acetate and water
  3. concentrationThe organic layer was concentrated
  4. custompreparative purification

Quellen und Nachweise

ORD-Eintrag
ord-e35429549cc24636b5bc31c27c701b89
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728010B2

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