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

HRID 716796Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 716796
[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-aa015ce35649414c894c6eb59c6b704b
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193669B2

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