Ammonium Chloride → 6-Fluoro-4-(trifluoromethyl)pyridine-2-carbonitrile

HRID 1880719ノート

反応式

HRID 1880719 の反応式
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]#[N:13])[N:3]=1.[F-:14].[K+].[Cl-].[NH4+]>CS(C)=O>[F:14][C:2]1[N:3]=[C:4]([C:12]#[N:13])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 522689Potassium FluorideHCID 595703326-Chloro-4-(trifluoromethyl)pyridine-2-carbonitrile

生成物 1

HCID 534388006-Fluoro-4-(trifluoromethyl)pyridine-2-carbonitrile収率 84.5%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
120 °C

実験手順

To 9 ml of dimethyl sulfoxide were added 0.9 g of 2-chloro-6-cyano-4-trifluoromethylpyridine, and 0.76 g of potassium fluoride, and the mixture was stirred at 120° C. for 2 hours and 30 minutes. Thereafter, the reaction solution was allowed to cool to room temperature, and poured into an aqueous saturated ammonium chloride solution, followed by extraction with tert-butyl=methyl=ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.7 g of 6-fluoro-4-trifluoromethylpyridine-2-carbonitrile.

後処理

  1. temperatureto cool to room temperature
  2. extractionfollowed by extraction with tert-butyl=methyl=ether three times
  3. washwashed with an aqueous saturated sodium chloride solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-63b0446c35f54cbfbbd828579797f49c
出典データセット
uspto-grants-2012_11
特許番号
US08318776B2

反応ノート

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