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

HRID 515298ノート

反応式

HRID 515298 の反応式
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]

参加物

4

反応物 3

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

生成物 1

HCID 103524921-Chloro-4-fluoro-2-methyl-5-nitrobenzene収率 79.7%

実験手順

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).

後処理

  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)]

出典と根拠

ORDレコード
ord-b8ae0185407d4e0daab5b30d35431734
出典データセット
uspto-grants-2015_08
特許番号
US09108939B2

反応ノート

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