1-Chloro-2,5-difluoro-4-nitrobenzene → 4-Chloro-2,5-difluoroaniline

HRID 1265370ノート

反応式

HRID 1265370 の反応式
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([N+:9]([O-])=O)=[C:4]([F:12])[CH:3]=1>C(O)(=O)C.[Fe]>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([NH2:9])=[C:4]([F:12])[CH:3]=1

参加物

4

反応物 1

HCID 157514831-Chloro-2,5-difluoro-4-nitrobenzene

生成物 1

HCID 146245254-Chloro-2,5-difluoroaniline

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

1-Chloro-2,5-difluoro-4-nitrobenzene (XXXVIII) (17.5 g) was dissolved in acetic acid (150 ml) in a 1 L 3-neck round bottom flask equipped with cooling condenser. To it iron powder (35.0 g) was added slowly while the solution was stirred by an overhead stirrer. The reaction was exothermic which occurred in less than 30 min and generated much heat that was absorbed by a cooling bath. After that, ethyl acetate (300 ml) was added and the mixture filtered. The solution was washed with water and dried over sodium sulfate. The product was purified by column chromatography (silica gel, hexane:ethyl acetate, 4:1) (14.3 g). 1H NMR (CDCl3, 300 MHz) 3.89 (2H, br), 6.56 (1H, m), 7.02 (1H, m) ppm.

後処理

  1. customequipped
  2. temperaturewith cooling condenser
  3. waitoccurred in less than 30 min
  4. temperaturegenerated much heat that
  5. customwas absorbed by a cooling bath
  6. additionAfter that, ethyl acetate (300 ml) was added
  7. filtrationthe mixture filtered
  8. washThe solution was washed with water
  9. dry with materialdried over sodium sulfate
  10. customThe product was purified by column chromatography (silica gel, hexane:ethyl acetate, 4:1) (14.3 g)

出典と根拠

ORDレコード
ord-bd59c721b70c4f12aabdb232fcf5cf7c
出典データセット
uspto-grants-2003_04
特許番号
US06545161B2

反応ノート

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