Ethanol → 4-Ethoxyquinolin-8-amine

HRID 1469783노트

반응식

HRID 1469783 반응식
[H-].[Na+].Cl[C:4]1[C:13]2[C:8](=[C:9]([NH2:14])[CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1.[CH2:15]([OH:17])[CH3:16]>>[CH2:15]([O:17][C:4]1[C:13]2[C:8](=[C:9]([NH2:14])[CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1)[CH3:16]

참가 물질

4

반응물 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 126042744-Chloroquinolin-8-amine

생성물 1

HCID 682812844-Ethoxyquinolin-8-amine

반응 조건

온도
110 °C

실험 절차

To a solution of ethanol (5 mL) was added NaH (141 mg, 5.6 mmol, 95%) at 0° C. and the reaction mixture was stirred at rt for 30 min. before 4-chloroquinolin-8-amine (200 mg, 1.12 mmol) was added to the reaction mixture. Then the reaction mixture was heated in a sealed tube at 110° C. for 12 h before it was quenched with 1N HCl. Then the reaction mixture was extracted with chloroform and the organic layer was washed with brine, separated, dried, filtered and concentrated. The residue was purified by column chromatography to afford 140 mg of the title product. MS [M+H]+: 189.15.

후처리

  1. additionwas added to the reaction mixture
  2. customwas quenched with 1N HCl
  3. extractionThen the reaction mixture was extracted with chloroform
  4. washthe organic layer was washed with brine
  5. customseparated
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-01231f72cbe841a5af7d5c1b193ca28b
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006257B2

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