Ethanol → 4-Bromo-2-(diethoxymethyl)-1-iodobenzene

HRID 1189978Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1189978
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([I:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH3:11][C:12]1C=CC(S(O)(=O)=O)=CC=1.[CH2:22]([OH:24])[CH3:23]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([I:10])=[C:6]([CH:7]([O:24][CH2:22][CH3:23])[O:8][CH2:11][CH3:12])[CH:9]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 6101p-Toluenesulfonic acidHCID 219738615-Bromo-2-iodobenzaldehyde

Produkt 1

HCID 672964774-Bromo-2-(diethoxymethyl)-1-iodobenzene

Versuchsvorschrift

A mixture of 5-bromo-2-iodobenzaldehyde (14.9) (1.0 g, 3.2 mmol) and PTSA (0.1 g) in ethanol was stirred under reflux for 18 hrs and concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated NaHCO3, dried over anhydrous Na2SO4 and concentrated to give 4-bromo-2-(diethoxymethyl)-1-iodobenzene (14.10) that was directly used in next reaction without further purification.

Aufarbeitung

  1. temperatureunder reflux for 18 hrs
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with saturated NaHCO3
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7fec32c7e7854cfea01b2c14f6c21bf9
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674137B2

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