Water → (3-Bromophenyl)acetaldehyde

HRID 30599

Reaktionsgleichung

Reaktionsgleichung von HRID 30599
[C:1]([O-:4])(=O)[CH3:2].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].FC(F)(F)C(O)=O.[Br:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28](C=C)[CH:27]=1.O>ClCCl>[Br:25][C:26]1[CH:27]=[C:28]([CH2:2][CH:1]=[O:4])[CH:29]=[CH:30][CH:31]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 748703-BromostyreneHCID 178418268HCID 178418268, Verbindung

Produkt 1

HCID 20387554(3-Bromophenyl)acetaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A mixture of lead tetraacetate (3.6 g, 8.2 mmol) and trifluoroacetic acid (8.25 mL) at 0° C. is treated dropwise with a solution of 1-bromo-3-vinylbenzene (1.5 g, 8.2 ml) in dichloromethane, allowed to warm to room temperature, stirred for 2 h at room temperature, diluted with dichloromethane, poured into water, stirred vigorously and filtered through a pad of celite. The filtrate is separated. The filtercake is rinsed with additional portions of dichloromethane. The combined organic phases are washed sequentially with water, NaHCO3 and brine, dried over MgSO4 and concentrated in vacuo to afford (3-bromophenyl)acetaldehyde.

Aufarbeitung

  1. stirringstirred vigorously
  2. filtrationfiltered through a pad of celite
  3. customThe filtrate is separated
  4. washThe filtercake is rinsed with additional portions of dichloromethane
  5. washThe combined organic phases are washed sequentially with water, NaHCO3 and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b7016977149e4bafa9e7f3429a8baa7d
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423158B2

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