Potassium Nitrate → 2-Chloro-4-fluoro-5-nitrotoluene

HRID 388544ノート

反応式

HRID 388544 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH3:9].[N+:10]([O-])([O-:12])=[O:11].[K+]>OS(O)(=O)=O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:10]([O-:12])=[O:11])=[CH:4][C:3]=1[CH3:9]

参加物

4

反応物 2

HCID 24434Potassium Nitrate2 回HCID 967472-Chloro-4-fluorotoluene

生成物 1

HCID 101039792-Chloro-4-fluoro-5-nitrotoluene

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

To a solution of 100 g (0.7 mol) of 2-chloro-4-fluorotoluene in 250 ml of concentrated H2SO4 is added portion-wise 85 g (0.875 mol) of KNO3 at 0° C. (addition of the whole amount of KNO3 is finished in about 1 hour). The reddish mixture is slowly warmed-up at room temperature overnight and quenched over crushed ice and extracted with EtOAc. The organic layers are combined, dried over MgSO4 and concentrated. The crude oil is then purified over a large silica plug (eluent: 97/3 hexanes/EtOAc) to afford 2-chloro-4-fluoro-5-nitrotoluene as a pale yellow oil that solidifies upon standing. 1H NMR (CDCl3, 400 Mz): 7.97 (d, J=8.0 Hz, 1H), 7.32 (d, J=10.4 Hz, 1H), 2.43 (s, 3H).

後処理

  1. customquenched
  2. customover crushed ice
  3. extractionextracted with EtOAc
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe crude oil is then purified over a large silica plug (eluent: 97/3 hexanes/EtOAc)

出典と根拠

ORDレコード
ord-ffaa7644869a4c08812157ae660f6306
出典データセット
uspto-grants-2013_02
特許番号
US08377921B2

反応ノート

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