3-Fluoroanisole → (2-Fluoro-4-methoxy-phenyl)-(4-trifluoromethyl-phenyl)-methanone

HRID 270249

반응식

HRID 270249 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]([F:18])([F:17])[C:7]1[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[C:9](F)[CH:8]=1.[F:19][C:20]1[CH:21]=[C:22]([O:26][CH3:27])[CH:23]=[CH:24][CH:25]=1>[N+](C1C=CC=CC=1)([O-])=O>[F:19][C:20]1[CH:21]=[C:22]([O:26][CH3:27])[CH:23]=[CH:24][C:25]=1[C:11]([C:10]1[CH:14]=[CH:15][C:7]([C:6]([F:18])([F:17])[F:5])=[CH:8][CH:9]=1)=[O:12]

참가 물질

5

반응물 3

HCID 99753-FluoroanisoleHCID 1455802-Fluoro-4-(trifluoromethyl)benzoyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 22314037(2-Fluoro-4-methoxy-phenyl)-(4-trifluoromethyl-phenyl)-methanone수율 24%

시약·촉매·용매 1

HCID 7416Nitrobenzene용매2회

실험 절차

1.4 l of nitrobenzene were cooled in an ice bath and treated in succession at a maximum temperature of 6° C. with 492.6 g (3.656 mol) of aluminum chloride and 700 g (3.355 mol) of 4-trifluoromethyl-2-fluoro-benzoyl chloride in 350 ml of nitrobenzene. The mixture was stirred (15 min) and 427.5 g (3.388 mol) of 3-fluoroanisole were added slowly so that the temperature did not rise above 6° C. The solution was left to warm to room temperature, stirred 2 h at this temperature, poured on to ice-water (2.5 l) and extracted with methylene chloride. The organic phase was washed with water and concentrated. After crystallization from THF (1.2l)/hexane (4.2l), 237 g (24%) of (2-Fluoro-4-methoxy-phenyl)-(4-trifluoromethyl-phenyl)-methanone were obtained, MS: 298 (M).

후처리

  1. additionwere added slowly so that the temperature
  2. customdid not rise above 6° C
  3. waitThe solution was left
  4. extractionextracted with methylene chloride
  5. washThe organic phase was washed with water
  6. concentrationconcentrated
  7. customAfter crystallization from THF (1.2l)/hexane (4.2l)

출처 및 근거

ORD 기록
ord-4027d4f3cd5445eda91a4d13f65a5c5d
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449483B2

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