Methyl 3-(2-acetyl-4-benzyloxy-6-nitrophenyl)acrylate → 5-acetyl-7-benzyloxy-3,4-dihydro-1H-quinolin-2-one

HRID 1372905Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1372905
[C:1]([C:4]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=[C:6]([N+:18]([O-])=O)[C:5]=1[CH:21]=[CH:22][C:23]([O:25]C)=O)(=[O:3])[CH3:2].[H][H]>C(O)C.[Ni]>[C:1]([C:4]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=[C:6]2[C:5]=1[CH2:21][CH2:22][C:23](=[O:25])[NH:18]2)(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 66751245Methyl 3-(2-acetyl-4-benzyloxy-6-nitrophenyl)acrylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 210728505-acetyl-7-benzyloxy-3,4-dihydro-1H-quinolin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysator2×HCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of methyl 3-(2-acetyl-4-benzyloxy-6-nitrophenyl)-acrylate (5.0 g, 14.07 mmol) in ethanol (100 mL) is hydrogenated with Raney nickel (3 g) at ambient temperature and 4 bar hydrogen pressure. After 6 hours more Raney nickel (2 g) is added and the mixture is hydrogenated for a further 2 hours. The catalyst is separated off and the filtrate is combined with 2 M aqueous hydrochloric acid (15 mL). The product that crystallises out is filtered off and dried.

Aufarbeitung

  1. customThe catalyst is separated off
  2. customThe product that crystallises out
  3. filtrationis filtered off
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9db71bca35e541709c0fc0d7d91ebe27
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07160882B2

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