Ethyl Acetate → HCID 70874088, Verbindung

HRID 2208924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2208924
[OH:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:23][CH2:24][O:25][CH3:26].C(OCC)(=O)C>C(#N)C.O>[CH3:26][O:25][CH2:24][CH2:23][O:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

Komponenten

7

Edukt 4

HCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 23009748Methyl 5-hydroxy-2-methyl-3-nitrobenzoate

Produkt 1

HCID 70874088HCID 70874088, VerbindungAusbeute 63,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To stirred solution of methyl 5-hydroxy-2-methyl-3-nitrobenzoate (1.50 g, 7.61 mmol) in ACN (15 mL) was added cesium carbonate (4.96 g, 15.2 mmol) and 1-bromo-2-methoxyethane (1.57 g, 11.4 mmol). The resulting reaction mixture was heated at 80° C. overnight. On completion, the reaction mixture was diluted with water and extraction was carried out using ethyl acetate. The combined organic layers were washed with water, dried, and concentrated under reduced pressure. The crude material was purified by column chromatography to afford the title compound (1.3 g, 68).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. washThe combined organic layers were washed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe crude material was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-57a79f6d19294b35a6fdc2751e303c69
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376422B2

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