Pyridine → 2,3-Dichloro-6-(trifluoromethyl)benzonitrile

HRID 1005483ノート

反応式

HRID 1005483 の反応式
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7]([C:12]([F:15])([F:14])[F:13])[C:3]=1[C:4]([NH2:6])=O.N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCOCC1>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7]([C:12]([F:15])([F:13])[F:14])[C:3]=1[C:4]#[N:6]

参加物

5

反応物 3

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 154569832,3-Dichloro-6-(trifluoromethyl)benzamide

生成物 1

HCID 109775462,3-Dichloro-6-(trifluoromethyl)benzonitrile収率 94.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
8.5 °C

実験手順

409 g of 2,3-dichloro-6-trifluoromethylbenzamide was dissolved in 2 liters of dioxane, and 263 g of pyridine was further added to the resultant solution. To this solution, 349 g of trifluoroacetic anhydride was added dropwise over 30 minutes while maintaining the temperature from 7 to 10° C. After stirring the solution for 2 hours at 25° C., the reaction mixture was poured into ice water. The precipitated crystals generated were then collected by filtration and were dissolved in ethyl acetate. The solution was then washed with water and saturated saline solution in series and dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure, and the crude product obtained was washed with n-hexane and filtered to obtain 358 g of the title compound(mp. 53-54° C.).

後処理

  1. filtrationThe precipitated crystals generated were then collected by filtration
  2. dissolutionwere dissolved in ethyl acetate
  3. washThe solution was then washed with water and saturated saline solution in series
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled under reduced pressure
  6. customthe crude product obtained
  7. washwas washed with n-hexane
  8. filtrationfiltered

出典と根拠

ORDレコード
ord-707c01b7418d493fa76e149db458bf4f
出典データセット
uspto-grants-2000_04
特許番号
US06054605

反応ノート

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