Ethanol → 3'-Chloro-4'-methoxyacetophenone

HRID 343067

反応式

HRID 343067 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([OH:7])[CH3:6].C(Cl)(=O)C.[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20]>C(Cl)(Cl)Cl.O>[CH3:6][C:5]([C:17]1[CH:16]=[CH:15][C:14]([O:19][CH3:20])=[C:13]([Cl:12])[CH:18]=1)=[O:7]

参加物

7

反応物 4

HCID 702EthanolHCID 6367Acetyl chlorideHCID 130112-ChloroanisoleHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 5208573'-Chloro-4'-methoxyacetophenone収率 76%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒2 回

実験手順

Anhydrous aluminum chloride (281 g, 2.104 mol) and 1 L of ethanol-free chloroform were maintained at 0° C. with an ice bath while a solution of acetyl chloride (162 g, 2.28 mol) in 300 mL of chloroform was added over 25 minutes. To this solution was added 2-chloroanisole (250 g, 1.75 mol) in 250 mL of chloroform over 1 hour. The solution was stirred at room temperature for 16 hours and was poured into a mixture of ice and water. The phases were separated and the aqueous phase was extracted with dichloromethane and combined with the original organic phase. The combined organics were dried over anhydrous MgSO4, filtered and concentrated in vacuo to afford a solid which was crystallized from dichloromethane/hexane to give 3-chloro-4-methoxyacetophenone (246 g, 76%) which was used directly in the next step without further purification.

後処理

  1. additionwas added over 25 minutes
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with dichloromethane
  4. dry with materialThe combined organics were dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto afford a solid which
  8. customwas crystallized from dichloromethane/hexane

出典と根拠

ORDレコード
ord-9411050bbca0425fa69676e3ac496baf
出典データセット
uspto-grants-1999_01
特許番号
US05859257

関連ノート

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