Water → 2-(Difluoromethyl)-4-fluorobenzaldehyde

HRID 85123노트

반응식

HRID 85123 반응식
C([Mg]Br)(C)C.Br[C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:8]=1[CH:14]([F:16])[F:15].CN(C)[CH:19]=[O:20].O>C1COCC1>[F:15][CH:14]([F:16])[C:8]1[CH:9]=[C:10]([F:13])[CH:11]=[CH:12][C:7]=1[CH:19]=[O:20]

참가 물질

6

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 463116681-Bromo-2-(difluoromethyl)-4-fluorobenzeneHCID 178418365HCID 178418365, 화합물

생성물 1

HCID 866522552-(Difluoromethyl)-4-fluorobenzaldehyde수율 68.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Isopropyl magnesium bromide (30 mL, 1M in THF, 30 mmol) was added dropwise to an ice-cooled solution of 1-bromo-2-(difluoromethyl)-4-fluorobenzene (44; 6 g, 26.7 mmol) in THF (100 mL). The reaction mixture was then allowed to warm to room temperature and stirred for 3 hr. Dimethylformamide (3.5 ml, 45.2 mmol) was added and the reaction stirred for 3 hr. Water was added and the mixture was extracted with ethyl acetate. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography to afford 2-(difluoromethyl)-4-fluorobenzaldehyde 45 (3.2 g, 68.5%)

후처리

  1. stirringthe reaction stirred for 3 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried (Na2SO4)
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by chromatography

출처 및 근거

ORD 기록
ord-0300ff7b73b7453d8f3bb96c1da31f6a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846947B2

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