(4-Bromophenyl)(4-chlorophenyl)methanone → 4-Chloro-4'-isopropylbenzophenone

HRID 446217ノート

反応式

HRID 446217 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1.[CH:17]([Mg]Cl)([CH3:19])[CH3:18]>O1CCCC1.[Ni](Cl)Cl.C1(P(C(P(C2C=CC=CC=2)C2C=CC=CC=2)(C)C)C2C=CC=CC=2)C=CC=CC=1>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH:17]([CH3:19])[CH3:18])=[CH:3][CH:4]=2)=[O:9])=[CH:11][CH:12]=1

参加物

5

反応物 2

HCID 2756868(4-Bromophenyl)(4-chlorophenyl)methanoneHCID 178418918HCID 178418918、化合物

生成物 1

HCID 27576234-Chloro-4'-isopropylbenzophenone収率 198%

試薬・触媒・溶媒 2

HCID 131730689HCID 131730689、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

(4-bromophenyl)(4-chlorophenyl)methanone (10.0 g, 12.3 mmol) and bis(diphenylphosphino)propane nickel(II) chloride (0.4 g, 0.7 mmol) were dissolved in purified tetrahydrofuran (200 mL) under a nitrogen atmosphere, and isopropyl magnesium chloride (18.7 mL, 37.4 mmol) was slowly added thereto at 0° C. The reaction mixture solution was stirred at room temperature for 24 hours. The reaction mixture solution was subjected to extraction with dichloromethane and distilled water, and the extracted material was subjected to column chromatography (hexane:ethylacetate=8:2). The reaction solvent was removed, and then the residue material was dried in vacuum to thereby obtain a white solid (6.3 g, yield: 72%).

後処理

  1. customat 0° C
  2. extractionThe reaction mixture solution was subjected to extraction with dichloromethane
  3. distillationdistilled water
  4. customThe reaction solvent was removed
  5. customthe residue material was dried in vacuum

出典と根拠

ORDレコード
ord-a921723b4f7c4fc99175605abb39d337
出典データセット
uspto-grants-2013_07
特許番号
US08476474B2

反応ノート

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