Benzene → 3-Chloro-2-methylbiphenyl

HRID 544673

反応式

HRID 544673 の反応式
N(OCCC(C)C)=O.[Cl:9][C:10]1[C:11]([CH3:17])=[C:12]([CH:14]=[CH:15][CH:16]=1)N.[CH:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[Cl:9][C:10]1[C:11]([CH3:17])=[C:12]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:14]=[CH:15][CH:16]=1

参加物

4

反応物 3

HCID 241BenzeneHCID 68943-Chloro-2-methylanilineHCID 8053Isoamyl Nitrite

生成物 1

HCID 46018323-Chloro-2-methylbiphenyl

実験手順

Under a dry nitrogen atmosphere isoamyl nitrite (37 grams, 0.31 mole) was added to a stirred solution of 3-chloro-2-methylaniline (35 grams, 0.25 mole) in benzene (500 ml). The mixture was heated at reflux for 1.5 hours, then allowed to cool and stirred at 50° for approximately 18 hours. The reaction mixture was cooled to room temperature, then evaporated under reduced pressure to a red residue. The residue was distilled under reduced pressure to give a yellow oil (bp 115°-130°/0.9 mm). The pot residue was washed with chloroform and the distillate dissolved in chloroform. The chloroform fractions were combined, washed with 10% aqueous hydrochloric acid and evaporated to give 3-chloro-2-methyl[1,1'-biphenyl] as a yellow oil.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1.5 hours
  3. temperatureto cool
  4. customevaporated under reduced pressure to a red residue
  5. distillationThe residue was distilled under reduced pressure
  6. customto give a yellow oil (bp 115°-130°/0.9 mm)
  7. washThe pot residue was washed with chloroform
  8. dissolutionthe distillate dissolved in chloroform
  9. washwashed with 10% aqueous hydrochloric acid
  10. customevaporated

出典と根拠

ORDレコード
ord-1ad9940f955641a4ab06ba967aa0537d
出典データセット
uspto-grants-1984_05
特許番号
US04451484

関連ノート

読み込み中…