Water → 2-Chloro-1-(3-nitrophenyl)ethanone

HRID 2122055

反応式

HRID 2122055 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].S(Cl)([Cl:16])(=O)=O.O.C(OCC)(=O)C>O1CCCC1>[Cl:16][CH2:11][C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:12]

参加物

6

反応物 4

HCID 962WaterHCID 8494m-NitroacetophenoneHCID 8857Ethyl AcetateHCID 24648Sulfuryl chloride

生成物 1

HCID 74372-Chloro-1-(3-nitrophenyl)ethanone収率 58.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3′-Nitroacetophenone (2.00 g) was dissolved in tetrahydrofuran (24.2 ml), and sulfuryl chloride (4.90 g) was dropwise added thereto at 22° C. over 15 minutes. After stirring for 2 hours, water (150 ml) was added to the reaction mixture and stirred for 1 hour. Ethyl acetate was added, and the separated organic layer was washed with aqueous saturated sodium bicarbonate/aqueous saturated sodium chloride mixed solvent. After drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. Diethyl ether was added to the residue and stirred, and the precipitated crystal was then filtered and dried under reduced pressure to yield the desired 2-chloro-3′-nitroacetophenone (1.41 g; 58.3%).

後処理

  1. stirringstirred for 1 hour
  2. washthe separated organic layer was washed with aqueous saturated sodium bicarbonate/aqueous saturated sodium chloride mixed solvent
  3. dry with materialAfter drying over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionDiethyl ether was added to the residue
  6. stirringstirred
  7. filtrationthe precipitated crystal was then filtered
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-5301548cc80e4e0cb2646dcc8c5c3ac4
出典データセット
uspto-grants-2004_02
特許番号
US06696573B1

関連ノート

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