Reaktion #4454

ord-2cbd4d49833e4296861b4aa4a8ba079b

Reaktionsgleichung

Br.c1cc[nH+]cc1
pyridinium hydrobromide
Br
hydrobromic acid
COc1cnccc1C(C)=O
3-methoxy-4-acetylpyridine
Br.COc1cnccc1C(=O)CBr
α-bromo-3-methoxy-4-acetylpyridine hydrobromide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was cooled to 17° C.
  2. 2
    SonstigeThe cooling bath was removed and after about thirty minutes a yellow solid
  3. 3
    workup.ADDITIONEther (25 mL) was added
  4. 4
    Filtrationthe crude α-bromo-3-methoxy-4-acetylpyridine hydrobromide (1.60 g) was collected by filtration
  5. 5
    Waschenwashed with ether and air
  6. 6
    Sonstigedried

Vorschrift

A solution of pyridinium hydrobromide perbromide (2.33 g, 0.0073 mol) in acetic acid (20 mL) containing 31% hydrobromic acid in acetic acid (1.85 mL) was stirred at room temperature for four hours. The mixture was cooled to 17° C. and a solution of 3-methoxy-4-acetylpyridine (1.02 g, 0.0062 mol) in acetic acid (5 mL) was added. The cooling bath was removed and after about thirty minutes a yellow solid was deposited. Ether (25 mL) was added and the crude α-bromo-3-methoxy-4-acetylpyridine hydrobromide (1.60 g) was collected by filtration washed with ether and air dried.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725606uspto-grants-1988_02