Hydrochloric Acid → 2-Methylthio-2,2,2',4'-tetrafluoroacetophenone

HRID 1976924노트

반응식

HRID 1976924 반응식
CCCCCC.C([Li])CCC.Br[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[F:20].[F:21][C:22]([F:30])([S:28][CH3:29])[C:23](OCC)=[O:24].Cl>CCOCC>[F:20][C:14]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=1[C:23](=[O:24])[C:22]([F:30])([F:21])[S:28][CH3:29]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 676741-Bromo-2,4-difluorobenzeneHCID 11332710Ethyl 2,2-difluoro-2-(methylsulfanyl)acetateHCID 178418339Butyllithium

생성물 1

HCID 102203472-Methylthio-2,2,2',4'-tetrafluoroacetophenone수율 90%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

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온도
0 °C

실험 절차

A hexane solution (13.7 ml, 21.6 mmol) of 1.58 M n-butyllithium was added dropwise to a solution of 1-bromo-2,4-difluorobenzene (4.2 g, 21.8 mmol) in absolute ether (60 ml) at −70° C., and the mixture was stirred for 15 minutes at the same temperature. A solution of ethyl 2,2-difluoro-2-(methylthio)acetate (3.7 g, 21.6 mmol) in absolute ether (20 ml) was added to this solution at −70° C. After the resultant mixture was stirred for 1 hour at the same temperature, the temperature of the reaction mixture was raised to 0° C. for 1 hour. The reaction mixture was poured into diluted hydrochloric acid-containing ice to conduct extraction with ether. After the resultant ether solution was washed with water and dried, the solvent was distilled off. The resultant residue was purified by distillation under reduced pressure to obtain 1-(2,4-difluorophenyl)-2,2-difluoro-2-(methylthio)-1-ethanone (4.1 g, yield: 90.0%) as a colorless oil.

후처리

  1. additioncontaining ice
  2. extractionextraction with ether
  3. washAfter the resultant ether solution was washed with water
  4. customdried
  5. distillationthe solvent was distilled off
  6. distillationThe resultant residue was purified by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-05a8462147184f9aa1bf386379b403c3
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06229049B1

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