Diethyl [(2-bromophenyl)methylidene]propanedioate → Ethyl 3-(2-bromophenyl)-2-ethoxycarbonyl-3-methylpropionate

HRID 1585968

Reaktionsgleichung

Reaktionsgleichung von HRID 1585968
[CH2:1]([O:3][C:4]([C:6](=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Br:19])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5])[CH3:2].[CH3:20][Mg]Br>CCOCC.[Cl-].[NH4+].[Cu](Br)Br>[Br:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH:12]([CH3:20])[CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4]([O:3][CH2:1][CH3:2])=[O:5]

Komponenten

6

Edukt 2

HCID 246693Diethyl [(2-bromophenyl)methylidene]propanedioateHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 21217382Ethyl 3-(2-bromophenyl)-2-ethoxycarbonyl-3-methylpropionate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24611Copper bromide (CuBr2)KatalysatorHCID 3283Diethyl EtherLösungsmittelHCID 25517Ammonium ChlorideLösungsmittel

Versuchsvorschrift

To a solution in 500 ml of ether of 50.98 g of ethyl α-ethoxycarbonyl-o-bromo-cinnamate (170.5 mmole) and 1.0 g of copper bromide was added dropwise 56.7 ml of an ethereal solution of methylmagnesium bromide (175.6 mmole) at -20° C. The mixture was stirred overnight at room temperature, diluted with an aqueous ammonium chloride solution to separate the phases. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure to give ethyl 3-(2-bromophenyl)-2-ethoxycarbonyl-3-methylpropionate.

Aufarbeitung

  1. customto separate the phases
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-609869689b8d4703b7edca5bf824b63f
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05942459

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