Hydrochloric Acid → (2,5-Dichlorophenyl)(3-methylphenyl)methanone

HRID 962863

反応式

HRID 962863 の反応式
[C:1]1([CH3:10])[CH:6]=[CH:5][CH:4]=[C:3]([C:7](Cl)=[O:8])[CH:2]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>CCOCC>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[C:7]([C:3]1[CH:4]=[CH:5][CH:6]=[C:1]([CH3:10])[CH:2]=1)=[O:8]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 46851,4-DichlorobenzeneHCID 743753-Methylbenzoyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 18704036(2,5-Dichlorophenyl)(3-methylphenyl)methanone収率 53%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
100 °C

実験手順

A mixture of m-toluoyl chloride (22 g, 0.17 mol) and 1,4-dichlorobenzene (120 g, 0.82 mol) was heated to 100° C. in a flask. Aluminum chloride (60 g, 0.45 mol) was added in one portion. Hydrogen chloride started to evolve from the solution. The mixture was heated to 170° C. in 30 min. and stirred at this temperature for 3 hours. The resulting brownish solution was cooled to about 80° C. and poured onto ice. Ether (50 ml) was added. The organic layer was separated and distilled under vacuum after the removal of ether. The residue from distillation was recrystallized twice from hexane to give 20 g of white crystals (53%).

後処理

  1. temperatureThe mixture was heated to 170° C. in 30 min.
  2. temperatureThe resulting brownish solution was cooled to about 80° C.
  3. additionpoured onto ice
  4. customThe organic layer was separated
  5. distillationdistilled under vacuum
  6. customafter the removal of ether
  7. distillationThe residue from distillation
  8. customwas recrystallized twice from hexane

出典と根拠

ORDレコード
ord-e86f5e192cbc443b9f8e2bde4c613e38
出典データセット
uspto-grants-1998_06
特許番号
US05760131

関連ノート

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