Iodine → 6-(2-Methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline

HRID 25748ノート

反応式

HRID 25748 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1.II.S([O-])([O-])(=O)=O.[Mg+2]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[C:11]2[C:12](=[CH:13][CH:14]=1)[NH:15][C:4]([CH3:9])([CH3:5])[CH:3]=[C:8]2[CH3:7]

参加物

5

反応物 3

HCID 807IodineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 27595594-(2-Methoxyphenyl)aniline

生成物 1

HCID 225665156-(2-Methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline収率 34.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
120 °C

実験手順

A mixture of 10 g of 2-methoxy-4′-aminobiphenyl, 4.4 g of iodine, 44 g of magnesium sulfate and 600 mL of acetone was heated in a sealed flask at 120° C. overnight. The reaction mixture was cooled down to room temperature and filtered through diatomaceous earth. The residue was rinsed with acetone and the solvent was evaporated in vacuo. The residue was purified by flash chromatography to yield 2.4 g of 6-(2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline as a foam.

後処理

  1. temperatureThe reaction mixture was cooled down to room temperature
  2. filtrationfiltered through diatomaceous earth
  3. washThe residue was rinsed with acetone
  4. customthe solvent was evaporated in vacuo
  5. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-512ca0c41eec426e88eb577eaf8be62c
出典データセット
uspto-grants-2005_02
特許番号
US06858627B2

反応ノート

読み込み中…