Iodoethane → Methyl 6-bromo-3-ethoxy-2-methylbenzoate

HRID 577548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 577548
[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:12])[C:5]([OH:13])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:21][CH3:22].C(OCC)(=O)C>CN(C=O)C>[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:12])[C:5]([O:13][CH2:21][CH3:22])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 6340IodoethaneHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 77058981Methyl 6-bromo-3-hydroxy-2-methylbenzoate

Produkt 1

HCID 86723776Methyl 6-bromo-3-ethoxy-2-methylbenzoateAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a solution of methyl 6-bromo-3-hydroxy-2-methylbenzoate (114b, 0.701 g, 2.86 mmol) in DMF (6 mL) was added cesium carbonate (0.997 g, 3.0 mmol) and then iodoethane (0.400 mL, 5.00 mmol). The reaction was stirred at 65° C. for 30 minutes. The reaction mixture was poured into ethyl acetate and washed with water (×2). The ethyl acetate layer was concentrated under vacuum to give methyl 6-bromo-3-ethoxy-2-methylbenzoate (114c, 0.75 g, 96% yield) as a clear oil.

Aufarbeitung

  1. washwashed with water (×2)
  2. concentrationThe ethyl acetate layer was concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d6c42be0a4c14c7f8ea15a5f426d572a
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040515B2

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