Hydrogen Bromide → 1-(1-Bromoethyl)-3-nitrobenzene

HRID 655314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655314
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10](O)[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[BrH:13]>C(O)(=O)C.C(Cl)Cl>[Br:13][CH:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)[CH3:11]

Komponenten

5

Edukt 2

HCID 260Hydrogen BromideHCID 223135alpha-Methyl-3-nitrobenzenemethanol

Produkt 1

HCID 229178381-(1-Bromoethyl)-3-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

26.15 g (156 mmol) of 1-(3-nitrophenyl)ethanol are dissolved in 130 ml of glacial acetic acid, and 55 ml (313 mmol) of 33% HBr in glacial acetic acid are added dropwise with ice cooling. The reaction mixture is stirred at room temperature for 5 days. The mixture is subsequently diluted with 300 ml of DCM, washed with 3×200 ml of H2O and 200 ml of saturated NaHCO3 solution, dried over sodium sulfate and evaporated to dryness, and the residue is crystallised from petroleum ether.

Aufarbeitung

  1. washwashed with 3×200 ml of H2O and 200 ml of saturated NaHCO3 solution
  2. dry with materialdried over sodium sulfate
  3. customevaporated to dryness
  4. customthe residue is crystallised from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-b3abe06cdce242d2b3a3227d1cd5e097
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071593B2

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