Pyridine → 1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethane-1,2-dione

HRID 1392124

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HRID 1392124 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])=[O:10])=[CH:4][CH:3]=1.C1C=C[NH+]=CC=1.[O-:25][Cr](Cl)(=O)=O.N1C=CC=CC=1>ClCCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:25])[C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])=[O:10])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 219848672-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)ethan-1-oneHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 220660771-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethane-1,2-dione

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

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온도
25 °C

실험 절차

2-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)ethanone (2.7 g, 9.01 mmol) was dissolved in 1,2-dichloroethane (25 ml) and freshly made PCC (3.89 g, 18.02 mmol), pyridine (1.43 g, 18.02 mmol) and molecular sieves were added. The reaction mixture was refluxed under inert atmosphere overnight. The solution was cooled to 25° C., filtered through Silica and then solvent was evaporated under reduced pressure. The crude product (1.9 g, 66%) was used directly in the next step. 1H NMR (500 MHz) δ 7.97 (d, 2H), 7.84 (d, 1H), 7.52 (d, 2H), 7.46 (s, 1H), 7.44 (d, 1H).

후처리

  1. temperatureThe reaction mixture was refluxed under inert atmosphere overnight
  2. filtrationfiltered through Silica
  3. customsolvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-3cbb9601a1ed43258aaa8f322aa5f853
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342019B2

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