반응 #46917

ord-bfcda754581f492fbdf500441de8d793

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도at reflux for 24 hours
  2. 2
    온도Upon cooling
  3. 3
    여과the mixture was filtered over diatomaceous earth
  4. 4
    농축concentrated
  5. 5
    기타The residue was purified by chromatography with DCM

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07741364B2uspto-grants-2010_06