تفاعل #2045093

ord-457ecc6eabfb4774b861b707817d9960

معادلة التفاعل

O=C(CBr)c1ccc(Cl)cc1
2-bromo-1-(4-chlorophenyl)ethanone
CC#N
acetonitrile
Cl.NCC(=O)c1ccc(Cl)cc1
2-amino-1-(4-chlorophenyl)ethanone hydrochloride
المردود 50.0%

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
105°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    أخرىThe formed sodium bromide was removed by filtration
  3. 3
    تركيزthe filtrate concentrated in vacuo
  4. 4
    workup.DISSOLUTIONThe residue was dissolved in ethanol (2.5 mL per mmol)
  5. 5
    workup.ADDITIONconc. aq. hydrochloric acid (0.9 mL per mmol) added at ambient temperature
  6. 6
    ترشيحwere filtered off
  7. 7
    غسيلwashed with ethanol (1×0.5 mL per mmol)
  8. 8
    أخرىDrying of the solids

الإجراء التجريبي

A mixture of 2-bromo-1-(4-chlorophenyl)ethanone (1.0 eq.) and NaN(CHO)2 (1.1 eq.) in acetonitrile (1.5 mL per mmol) was heated to reflux for 4 h at 105° C. ext. temperature. The formed sodium bromide was removed by filtration and the filtrate concentrated in vacuo. The residue was dissolved in ethanol (2.5 mL per mmol) and conc. aq. hydrochloric acid (0.9 mL per mmol) added at ambient temperature. After stirring for 72 h at room temperature the solids were filtered off and washed with ethanol (1×0.5 mL per mmol). Drying of the solids afforded 2-amino-1-(4-chlorophenyl)ethanone hydrochloride in ca. 50% yield that was used in the next step without purification.

المصدر

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