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

HRID 618213ノート

反応式

HRID 618213 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-ce5cc426957144ee8e3d6f9c6f4b5970
出典データセット
uspto-grants-1999_09
特許番号
US05952362

反応ノート

読み込み中…