4-Chlorobutyryl chloride → 4-Chloro-1-[4-fluoro-2-(methylsulfanyl)phenyl]-1-butanone

HRID 1764896노트

반응식

HRID 1764896 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH3:9])[CH:3]=1.[Cl:10][CH2:11][CH2:12][CH2:13][C:14](Cl)=[O:15].[Al+3].[Cl-].[Cl-].[Cl-]>C(Cl)Cl>[Cl:10][CH2:11][CH2:12][CH2:13][C:14]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=1[S:8][CH3:9])=[O:15]

참가 물질

5

반응물 3

HCID 783704-Chlorobutyryl chlorideHCID 27591643-FluorothioanisoleHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 227354674-Chloro-1-[4-fluoro-2-(methylsulfanyl)phenyl]-1-butanone수율 81%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

To a solution of 1-fluoro-3-(methylsulfanyl)benzene (1.98 g, 14.0 mmol) and 4-chlorobutyryl chloride in CH2Cl2 (15 mL) was added AlCl3 (2.06 g, 15.4 mmol) at 20° C. under N2. The reaction mixture was stirred for 15 h at 20° C. for 12 h then quenched by addition of H2O and extracted with Et2O. The combine organic solution was washed with H2O and brine, dried over MgSO4, filtered and concentrated in vacuo. The resulting white solid was recrystallized to give 4-chloro-1-[4-fluoro-2-(methylsulfanyl)phenyl]-1-butanone (2.80 g, 81%) as a white needle shape crystal.

후처리

  1. customthen quenched by addition of H2O
  2. extractionextracted with Et2O
  3. washThe combine organic solution was washed with H2O and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting white solid was recrystallized

출처 및 근거

ORD 기록
ord-86b15dbadcab4411a8342153b93059ce
출처 데이터셋
uspto-grants-2007_06
특허 번호
USRE039679E1

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