Aluminum(III) Chloride → 1-(2-Sulfanylphenyl)ethan-1-one

HRID 539953ノート

反応式

HRID 539953 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].C([S:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19](=[O:21])[CH3:20])C1C=CC=CC=1>C1C=CC=CC=1>[SH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19](=[O:21])[CH3:20]

参加物

4

反応物 2

HCID 6451240Aluminum(III) ChlorideHCID 128532331-[2-(Benzylsulfanyl)phenyl]ethan-1-one

生成物 1

HCID 110948191-(2-Sulfanylphenyl)ethan-1-one収率 86.4%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

To a stirred suspension of aluminium chloride (10.50 g, 78.8 mmol) in dry benzene (200 mL) was added a solution of 1-[2-(benzylsulfanyl)phenyl]ethan-1-one (11.93 g, 49.2 mmol) in dry benzene (100 mL) dropwise in an ice bath under argon atmosphere. After the reaction mixture being stirred at room temperature overnight, the reaction was quenched by the cautious addition of ice-water. The separated organic layer was washed with water and extracted with 5% aqueous solution of sodium hydroxide (300 mL). The aqueous layer was acidified to about pH 3 with concentrated hydrochloric acid (12 N) and extracted with dichloromethane (300 mL×3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, concentrated in vacuo to afford 6.47 g of the crude product 1-(2-sulfanylphenyl)ethanone.

後処理

  1. customthe reaction was quenched by the cautious addition of ice-water
  2. washThe separated organic layer was washed with water
  3. extractionextracted with 5% aqueous solution of sodium hydroxide (300 mL)
  4. extractionextracted with dichloromethane (300 mL×3)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-22529d6688fa468788effeec0c2b8099
出典データセット
uspto-grants-2014_10
特許番号
US08871756B2

反応ノート

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