Reaktion #2045092

ord-e3744fad55834a6488b155d4de8b4bcd

Reaktionsgleichung

CC(=O)c1ccc(Cl)cc1
1-(4-chlorophenyl)ethanone
Cl.NCC(=O)c1ccc(Cl)cc1
2-amino-1-(4-chlorophenyl)ethanone hydrochloride
O=C(CBr)c1ccc(Cl)cc1
2-bromo-1-(4-chlorophenyl)ethanone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITAfter about 30 min. the mixture turned homogeneous
  2. 2
    Filtrationwas filtered off
  3. 3
    Waschenwashed with water (2×1 mL per mmol of starting ketone)
  4. 4
    SonstigeDrying of the precipitate

Vorschrift

The starting 2-amino-1-(4-chlorophenyl)ethanone hydrochloride was prepared according to the following procedure. The 1-(4-chlorophenyl)ethanone (1.0 eq.) was dissolved in glacial acetic acid (1 mL per mmol). To this was added a slurry of pyridinium bromide perbromide (1.03 eq.) in acetic acid (1 mL per mmol). The heterogeneous mixture was stirred for 4 h at ambient temperature. After about 30 min. the mixture turned homogeneous. After pouring into ice-water a yellow precipitate was filtered off and washed with water (2×1 mL per mmol of starting ketone). Drying of the precipitate afforded 2-bromo-1-(4-chlorophenyl)ethanone in ca. 90% yield.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08410023B2uspto-grants-2013_04