Methyl 4-(chlorocarbonyl)benzoate → HCID 46193254、化合物

HRID 555649

反応式

HRID 555649 の反応式
[Se:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH3:6][O:7][C:8]([C:10]1[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][CH:11]=1)=[O:9].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[Se:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:14]([C:13]1[CH:12]=[CH:11][C:10]([C:8]([O:7][CH3:6])=[O:9])=[CH:18][CH:17]=1)=[O:15]

参加物

5

反応物 3

HCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 136130SelenopheneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 46193254HCID 46193254、化合物収率 43%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

Selenophene (61) (5.0 g, 0.038 mole) and 4-methoxycarbonyl benzoyl chloride (62) (8.34 g, 0.042 mole) were dissolved in 50 ml of 1, 2-dichloroethane, and then anhydrous aluminum chloride (AlCl3) (10.19 g, 0.076 mole) was added. The mixture was heated under refluxing for 30 min, cooled, and quenched with 250 ml of icewater to stop the reaction. The organic layer was sequentially washed with water, 5% sodium carbonate solution, and water till neutral, then dried over MgSO4 and filtered. The solvent of the filtrate was evaporated under a reduced pressure, and the residue was subjected to a column chromatography (silica gel, chloroform), and then recrystallized from n-hexane to afford compound 63 in yellow crystals (4.78 g).

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder refluxing for 30 min
  3. temperaturecooled
  4. customquenched with 250 ml of icewater
  5. customthe reaction
  6. washThe organic layer was sequentially washed with water, 5% sodium carbonate solution, and water till neutral,
  7. dry with materialthen dried over MgSO4
  8. filtrationfiltered
  9. customThe solvent of the filtrate was evaporated under a reduced pressure
  10. customrecrystallized from n-hexane

出典と根拠

ORDレコード
ord-1f68cc05017a43f6a9a3bbe22ebe697c
出典データセット
uspto-grants-2011_11
特許番号
US08053459B1

関連ノート

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