Cyclohexene → 4-Chloro-2-methyl-3-nitroaniline

HRID 1106719ノート

反応式

HRID 1106719 の反応式
[Cl:1][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH3:11])[C:5]([N+:8]([O-])=O)=[CH:6][CH:7]=1.C1CCCCC=1>[Pd].C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([CH3:11])[C:3]=1[N+:12]([O-:14])=[O:13]

参加物

5

反応物 2

HCID 8079CyclohexeneHCID 52489471-Chloro-3-methyl-2,4-dinitrobenzene

生成物 1

HCID 187897374-Chloro-2-methyl-3-nitroaniline

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 3-chloro-2,6-dinitrotoluene (18.0 g), cyclohexene (51 mL), and 10% palladium on charcoal (4.5 g) in ethanol (350 mL) was heated at reflux under an atmosphere of nitrogen for 1.5 hr. The reaction mixture was cooled to room temperature, filtered through celite, then evaporated under reduced pressure. The residue was dissolved in ethyl ether and filtered through a short silica column. Evaporation of the ether afforded 14.8 g as an orange solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux under an atmosphere of nitrogen for 1.5 hr
  3. filtrationfiltered through celite
  4. customevaporated under reduced pressure
  5. dissolutionThe residue was dissolved in ethyl ether
  6. filtrationfiltered through a short silica column
  7. customEvaporation of the ether
  8. customafforded 14.8 g as an orange solid

出典と根拠

ORDレコード
ord-1e9dc11f926b492ca7173c404ef83f33
出典データセット
uspto-grants-2000_05
特許番号
US06057349

反応ノート

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