Ethanol → 4-Ethoxyquinolin-8-amine

HRID 1469783ノート

反応式

HRID 1469783 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 682812844-Ethoxyquinolin-8-amine

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-01231f72cbe841a5af7d5c1b193ca28b
出典データセット
uspto-grants-2015_04
特許番号
US09006257B2

反応ノート

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