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

HRID 25748노트

반응식

HRID 25748 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-512ca0c41eec426e88eb577eaf8be62c
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858627B2

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