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

HRID 1522564ノート

反応式

HRID 1522564 の反応式
[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]

参加物

5

反応物 4

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

生成物 1

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

反応条件

温度
60 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-24499dc872f742ab966887d77b55f0eb
出典データセット
uspto-grants-2015_07
特許番号
US09073918B2

反応ノート

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