Potassium Carbonate → 3-(4-Bromo-3,5-dimethylphenoxy)-1-methylpyrrolidin-2-one

HRID 237552Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 237552
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[CH:4][C:3]=1[CH3:10].Br[CH:12]1[CH2:16][CH2:15][N:14]([CH3:17])[C:13]1=[O:18].C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([O:9][CH:12]2[CH2:16][CH2:15][N:14]([CH3:17])[C:13]2=[O:18])=[CH:4][C:3]=1[CH3:10]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 819704-Bromo-3,5-dimethylphenolHCID 111829543-Bromo-1-methylpyrrolidin-2-one

Produkt 1

HCID 866972183-(4-Bromo-3,5-dimethylphenoxy)-1-methylpyrrolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-3,5-dimethylphenol (100 mg) in N,N-dimethylformamide (2 mL) is added 3-bromo-1-methylpyrrolidin-2-one (100 mg) and K2CO3 (105 mg). The mixture is stirred for 12 hours at room temperature. Then the mixture is partitioned between water and diethylether. The organic phase is dried (MgSO4) and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 80:20→50:50) to give the title compound. Yield: 65 mg; LC (method 7): tR=1.0 min; Mass spectrum (ESI+): m/z=298 [M+H]+.

Aufarbeitung

  1. customThen the mixture is partitioned between water and diethylether
  2. dry with materialThe organic phase is dried (MgSO4)
  3. concentrationconcentrated
  4. customThe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 80:20→50:50)

Quellen und Nachweise

ORD-Eintrag
ord-e9e8c9c3040d4ed78c35abd9e13ca709
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642585B2

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