تفاعل #46917

ord-bfcda754581f492fbdf500441de8d793

معادلة التفاعل

O=C(CBr)c1ccc(Br)cc1
2,4′-dibromoacetophenone
CCOC(=O)CC(C)=O
ethyl acetoacetate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)C(CC(=O)c1ccc(Br)cc1)C(C)=O
title compound
CCOC(=O)C(CC(=O)c1ccc(Br)cc1)C(C)=O
ethyl 2-acetyl-4-(4-bromophenyl)-4-oxobutanoate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةat reflux for 24 hours
  2. 2
    درجة الحرارةUpon cooling
  3. 3
    ترشيحthe mixture was filtered over diatomaceous earth
  4. 4
    تركيزconcentrated
  5. 5
    أخرىThe residue was purified by chromatography with DCM

الإجراء التجريبي

A mixture of 2,4′-dibromoacetophenone (3.0 g, 10.8 mmol), ethyl acetoacetate (1.48 mL, 10.8 mmol) and potassium carbonate (4.5 g, 32.4 mmol) were heated in 2-butanone (50 mL) at reflux for 24 hours. Upon cooling, the mixture was filtered over diatomaceous earth and concentrated. The residue was purified by chromatography with DCM to provide the title compound as an oil. 1H NMR (CDCl3) δ ppm 1.30 (3H), 2.10 (3H), 3.19 (2H), 3.75 (1H), 4.15 (2H), 7.50 (2H), 7.81 (2H); MS (ESI) m/z 326/328.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07741364B2uspto-grants-2010_06