Hydrochloric Acid → Ethyl 4-chloro-3,5-difluoropicolinate

HRID 1522564노트

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HRID 1522564 반응식
[F:1][C:2]1C(C#N)=[N:4][CH:5]=[C:6]([F:9])[C:7]=1I.[ClH:12].[O:13]1CCO[CH2:15][CH2:14]1.[CH3:19][CH2:20][OH:21]>>[Cl:12][C:7]1[C:6]([F:9])=[CH:5][N:4]=[C:19]([C:20]([O:13][CH2:14][CH3:15])=[O:21])[C:2]=1[F:1]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 312751,4-DioxaneHCID 674695943,5-Difluoro-4-iodopicolinonitrile

생성물 1

HCID 67469638Ethyl 4-chloro-3,5-difluoropicolinate

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온도
60 °C

실험 절차

To a solution of 3,5-difluoro-4-iodopicolinonitrile (8.0 g, 30.1 mmol) in EtOH (50 mL) was added 4N HCl in 1,4-dioxane (50 mL, 30.1 mmol) and the mixture was heated at 60° C. for 15 hours. The reaction was cooled to room temperature and evaporated under reduced pressure. The residue was dissolved in EtOAc (100 mL) and washed with saturated NaHCO3 solution (100 mL) and brine. The organics were combined and dried over Na2SO4 and evaporated. This material was purified on silica gel chromatography eluted with hexane/EtOAc (0-100%) to give ethyl 4-chloro-3,5-difluoropicolinate. MS [M+H] found 222.1.

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. customevaporated under reduced pressure
  3. dissolutionThe residue was dissolved in EtOAc (100 mL)
  4. washwashed with saturated NaHCO3 solution (100 mL) and brine
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customThis material was purified on silica gel chromatography
  8. washeluted with hexane/EtOAc (0-100%)

출처 및 근거

ORD 기록
ord-24499dc872f742ab966887d77b55f0eb
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073918B2

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