تفاعل #2045092

ord-e3744fad55834a6488b155d4de8b4bcd

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08410023B2uspto-grants-2013_04