Dimethylformamide → HCID 67325346, Verbindung

HRID 1616941

Reaktionsgleichung

Reaktionsgleichung von HRID 1616941
[I:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([OH:8])[CH:7]=1.Br[CH:11]([CH3:13])[CH3:12].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>>[I:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([O:9][CH:11]([CH3:13])[CH3:12])[CH:3]=1

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 6167555-Iodobenzene-1,3-diol

Produkt 1

HCID 67325346HCID 67325346, VerbindungAusbeute 37,8 %

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A mixture of 5-Iodo-benzene-1,3-diol (2 g, 8 mmol), 2-bromopropane (0.88 mL, 9.3 mmol) and potassium carbonate (1.3 g, 9.3 mmol) in DMF (15 mL, 190 mmol) was stirred at 65° C. After 18 h, the mixture was cooled to RT and the solvent was evaporated. The residue was dissolved in DCM, washed with water and brine. The solvent was evaporated and the residue was purified on silica gel using an ISCO instrument and eluting with hexanes:EtOAc (4:1) to afford the title product (841 mg). MS m/z: 279 [M+H]+.

Aufarbeitung

  1. temperaturethe mixture was cooled to RT
  2. customthe solvent was evaporated
  3. dissolutionThe residue was dissolved in DCM
  4. washwashed with water and brine
  5. customThe solvent was evaporated
  6. customthe residue was purified on silica gel using an ISCO instrument
  7. washeluting with hexanes:EtOAc (4:1)

Quellen und Nachweise

ORD-Eintrag
ord-26b89431d05b4ac4a031f081e8aa30ca
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765779B2

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