p-Toluenesulfonic acid → Ethyl 2-(3-bromo-2-chloro-4,5-difluorobenzoyl)acetate

HRID 2232635노트

반응식

HRID 2232635 반응식
[Br:1][C:2]1[C:3]([Cl:23])=[C:4]([CH:18]=[C:19]([F:22])[C:20]=1[F:21])[C:5]([CH:7](C(OCC)=O)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6].C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[Br:1][C:2]1[C:3]([Cl:23])=[C:4]([CH:18]=[C:19]([F:22])[C:20]=1[F:21])[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6]

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 14071798Diethyl 2-(3-bromo-2-chloro-4,5-difluorobenzoyl)malonate

생성물 1

HCID 14071799Ethyl 2-(3-bromo-2-chloro-4,5-difluorobenzoyl)acetate수율 48.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an emulsion of diethyl 2-(3-bromo-2-chloro-4,5-difluorobenzoyl)malonate (11.44 g) in water (16 ml) was added p-toluenesulfonic acid (15 mg) and refluxed for 3 hours with stirring vigorously. After cooling, the reaction mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel chromatography eluting with dichloromethane-n-hexane (1:1) to give the title compound (4.56 g), mp 47°-51° C.

후처리

  1. temperaturerefluxed for 3 hours
  2. temperatureAfter cooling
  3. extractionthe reaction mixture was extracted with dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography
  8. washeluting with dichloromethane-n-hexane (1:1)

출처 및 근거

ORD 기록
ord-6e7b985b56334e989f4dd9c101437b89
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04788320

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