Water → Benzyl 2-bromo-5-nitrobenzoate

HRID 2103750Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2103750
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C.C(Br)C1C=CC=CC=1>[CH2:4]([O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:2]=1[Br:1])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:2]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 2430252-Bromo-5-nitrobenzoic acid

Produkt 1

HCID 19038758Benzyl 2-bromo-5-nitrobenzoateAusbeute 187,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 7498Benzyl BromideLösungsmittel

Versuchsvorschrift

Under an atmosphere of argon, to a solution of 2-bromo-5-nitrobenzoic acid (5.14 g) in DMF, benzyl bromide (2.73 mL) and potassium carbonate (4.33 g) were added. The mixture was stirred for 30 minutes at room temperature. To the reaction mixture, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated. The residue was washed with hexane/ethyl acetate to give the title compound (6.59 g) having the following physical data.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous solution of sodium chloride, dried over magnesium sulfate
  4. concentrationconcentrated
  5. washThe residue was washed with hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-096c688eeb30442b9eadb70c82d7af4a
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07576129B2

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