Acetyl bromide → N-Formyl-2-(4-acetylphenyl) ethanamine

HRID 1105634

Reaktionsgleichung

Reaktionsgleichung von HRID 1105634
[CH:1]([NH:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:2].[C:12](Br)(=[O:14])[CH3:13].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[CH:1]([NH:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:14])[CH3:13])=[CH:8][CH:7]=1)=[O:2]

Komponenten

5

Edukt 3

HCID 10482Acetyl bromideHCID 140995Formamide, N-(2-phenylethyl)-HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 20556093N-Formyl-2-(4-acetylphenyl) ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

This was prepared in an identical manner to the compound described in Description 10 using N-formyl-2-phenylethanamine (95 g), acetylbromide (128 ml), aluminium chloride (288 g) in 1,2-dichloroethane (900 ml). 25 g of the crude produce was chromatographed on Kieselgel 60 (1 Kg). Elution with 1% methanol-chloroform gave the title compound as an oil (18 g). τ(CDCl3) 7.42 (3H, s), 7.1 (2H, t, J=7 Hz), 6.5 (2H, m), 3.45 (1H, broad), 2.7 (2H, d, J=8 Hz) 2.1 (2H, d, J=8 Hz), 1.9 (1H, s).

Aufarbeitung

  1. customThis was prepared in an identical manner to the compound
  2. custom25 g of the crude produce
  3. customwas chromatographed on Kieselgel 60 (1 Kg)
  4. washElution with 1% methanol-chloroform

Quellen und Nachweise

ORD-Eintrag
ord-433aaae29f2a45c1bf0099ec91d1387e
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04309443

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