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

HRID 2122055

반응식

HRID 2122055 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 74372-Chloro-1-(3-nitrophenyl)ethanone수율 58.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5301548cc80e4e0cb2646dcc8c5c3ac4
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06696573B1

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