Water → 2-Chloro-3-(4-phenylbenzoyl)-pyridine

HRID 65529

反応式

HRID 65529 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[C:5]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl:17][C:18]1[N:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21].O>C(=S)=S>[Cl:17][C:18]1[C:19]([C:20](=[O:21])[C:8]2[CH:9]=[CH:10][C:5]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)=[CH:6][CH:7]=2)=[CH:23][CH:24]=[CH:25][N:26]=1

参加物

6

反応物 4

HCID 962WaterHCID 7095BiphenylHCID 27745412-Chloronicotinoyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 201457202-Chloro-3-(4-phenylbenzoyl)-pyridine

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

実験手順

26.7 g AlCl3 is added slowly while stirring to a solution of 9.2 g biphenyl and 10.6 g 2-chloronicotinoyl chloride in 170 ml carbon disulfide. The mixture is refluxed 5 hrs. After cooling, the S2C layer is poured off, and the residue is added to acidic ice: water, basified and extracted with methylene chloride. The combined extracts are washed, dried (MgSO4) and solvent removed in vacuo. The crude product is chromatographed on a silicagel column and eluted with benzene:ethyl acetate 15:1. Yield: 5 g of title product, m.p. 128°-32° C.; UV (ethanol): λmax. 295 nm, ε: 27,260; Cl 11.96 (12.07).

後処理

  1. temperatureThe mixture is refluxed 5 hrs
  2. temperatureAfter cooling
  3. additionthe residue is added to acidic ice
  4. extractionextracted with methylene chloride
  5. washThe combined extracts are washed
  6. dry with materialdried (MgSO4) and solvent
  7. customremoved in vacuo
  8. customThe crude product is chromatographed on a silicagel column
  9. washeluted with benzene:ethyl acetate 15:1

出典と根拠

ORDレコード
ord-690af17d6aae405db2f26be15c8d485b
出典データセット
uspto-grants-1986_09
特許番号
US04614833

関連ノート

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