Ethyl bromoacetate → Ethyl [(2,3-dimethylphenyl)oxy]acetate

HRID 2175226Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2175226
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].Br[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

Komponenten

5

Edukt 3

HCID 7748Ethyl bromoacetateHCID 106872,3-DimethylphenolHCID 10796Cesium carbonate

Produkt 1

HCID 17065225Ethyl [(2,3-dimethylphenyl)oxy]acetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2,3-dimethylphenol (1.0 g, 8.19 mmol), ethyl bromoacetate (1.0 mL, 9.0 mmol) and cesium carbonate (2.67 g, 8.19 mmol) in DMF (10 mL) was stirred at 80° C. for 16 h. After this time, the reaction mixture was partitioned between EtOAc and water. The organic layer was washed with water and brine, dried and concentrated in vacuo to afford the title compound (1.7 g, 100% yield). LCMS, [M+Na]+=231.0.

Aufarbeitung

  1. customAfter this time, the reaction mixture was partitioned between EtOAc and water
  2. washThe organic layer was washed with water and brine
  3. customdried
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1c90c4a7e41446c1a2644357b5cbedb8
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09062028B2

Notizen zur Reaktion

Wird geladen…