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

HRID 18639

반응식

HRID 18639 반응식
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]

참가 물질

5

반응물 3

HCID 74544-Bromophenacyl bromideHCID 8868Ethyl AcetoacetateHCID 11430Potassium Carbonate

생성물 1

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

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bfcda754581f492fbdf500441de8d793
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741364B2

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