4-Bromophenacyl bromide → Ethyl 2-acetyl-4-(4-bromophenyl)-4-oxobutanoate

HRID 18639

反応式

HRID 18639 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=[O:4].[C:12]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:13][C:14]([CH3:16])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:14]([CH:13]([CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=[O:4])[C:12]([O:18][CH2:19][CH3:20])=[O:17])(=[O:15])[CH3:16]

参加物

5

反応物 3

HCID 74544-Bromophenacyl bromideHCID 8868Ethyl AcetoacetateHCID 11430Potassium Carbonate

生成物 1

HCID 14173974Ethyl 2-acetyl-4-(4-bromophenyl)-4-oxobutanoate

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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.

後処理

  1. temperatureat reflux for 24 hours
  2. temperatureUpon cooling
  3. filtrationthe mixture was filtered over diatomaceous earth
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography with DCM

出典と根拠

ORDレコード
ord-bfcda754581f492fbdf500441de8d793
出典データセット
uspto-grants-2010_06
特許番号
US07741364B2

関連ノート

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