Nitric Acid → 1-Chloro-4-fluoro-2-methyl-5-nitrobenzene

HRID 515298노트

반응식

HRID 515298 반응식
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=1[CH3:18]>>[Cl:10][C:11]1[CH:16]=[C:15]([N+:6]([O-:9])=[O:7])[C:14]([F:17])=[CH:13][C:12]=1[CH3:18]

참가 물질

4

반응물 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1184752-Chloro-5-fluorotoluene

생성물 1

HCID 103524921-Chloro-4-fluoro-2-methyl-5-nitrobenzene수율 79.7%

실험 절차

To concentrated sulfuric acid (23.81 g), cooled to 0° C., under a nitrogen atmosphere, was added concentrated nitric acid (27.5 g) dropwise. 2-Chloro-5-fluorotoluene (9 g) was added dropwise and the reaction was stirred for 2 hours. The reaction was poured into ice and extracted with ethyl acetate. The organic phase was washed with aqueous sodium hydrogen carbonate, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica column chromatography [eluting with ethyl acetate/heptane (1:2)] to yield the title compound (9.4 g).

후처리

  1. additionThe reaction was poured into ice
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with aqueous sodium hydrogen carbonate
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica column chromatography [eluting with ethyl acetate/heptane (1:2)]

출처 및 근거

ORD 기록
ord-b8ae0185407d4e0daab5b30d35431734
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

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