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

HRID 1265370노트

반응식

HRID 1265370 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

HCID 146245254-Chloro-2,5-difluoroaniline

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-bd59c721b70c4f12aabdb232fcf5cf7c
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06545161B2

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