Methanol → (6-Fluoro-2-methylquinolin-4-yl)methanol

HRID 1788373ノート

反応式

HRID 1788373 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2.[NH4+].[NH4+].[O-]S(OOS([O-])(=O)=O)(=O)=O.[OH2:25].S(=O)(=O)(O)O.[CH3:31]O>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[C:5]2[CH2:31][OH:25]

参加物

6

反応物 5

HCID 887MethanolHCID 962WaterHCID 1118Sulfuric AcidHCID 62648Ammonium PersulfateHCID 707846-Fluoro-2-methylquinoline

生成物 1

HCID 23017955(6-Fluoro-2-methylquinolin-4-yl)methanol収率 81%

実験手順

To a solution of 10.0 g (62.0 mmol) of 6-fluoro-2-methylquinoline and 28.3 g (124.0 mmol) of ammonium peroxodisulfate in a mixture of methanol (140 mL)-water (110 mL) was added 4.0 mL of concentrated sulfuric acid, and heated under reflux for 18 hours. The reaction mixture was left to cool, and methanol was removed under a reduced pressure. The residue was adjusted to pH 10 by adding sodium carbonate, and then extracted with chloroform. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was removed to obtain 9.61 g (yield 81%) of (6-fluoro-2-methylquinolin-4-yl)methanol. Its physical properties are shown below.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 18 hours
  3. waitThe reaction mixture was left
  4. temperatureto cool
  5. custommethanol was removed under a reduced pressure
  6. additionby adding sodium carbonate
  7. extractionextracted with chloroform
  8. washThe organic layer was washed with saturated brine
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customthe solvent was removed

出典と根拠

ORDレコード
ord-9425d19cbb9a4f1ab0ccc6c054305a0a
出典データセット
uspto-grants-2009_03
特許番号
US07511144B2

反応ノート

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