Ammonium Hydroxide → 6-Fluoro-7-methoxy-2-methylquinoline

HRID 338928ノート

反応式

HRID 338928 の反応式
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[O:9][CH3:10].[CH:11](=O)/[CH:12]=[CH:13]/[CH3:14].[NH4+].[OH-]>Cl>[F:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][C:3]=1[O:9][CH3:10])[N:6]=[C:13]([CH3:14])[CH:12]=[CH:11]2

参加物

5

反応物 3

HCID 14923Ammonium HydroxideHCID 447466CrotonaldehydeHCID 27745334-Fluoro-3-methoxyaniline

生成物 1

HCID 867074426-Fluoro-7-methoxy-2-methylquinoline収率 97.1%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

To 4-fluoro-3-methoxyaniline (4.0 g, 28 mmol) refluxing in 6N HCl (50 mL) was added dropwise (E)-but-2-enal (4.0 g, 57 mmol). The reaction was heated to reflux for 2 hours then cooled and neutralized with NH4OH. The organic phase was extracted with DCM. The combined organic phases dried over MgSO4, filtered and concentrated under reduced pressure to provide 6-fluoro-7-methoxy-2-methylquinoline (5.2 g, 96% yield) as a dark brown paste.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 2 hours
  3. temperaturethen cooled
  4. extractionThe organic phase was extracted with DCM
  5. dry with materialThe combined organic phases dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-81cbd557125b4fc397eb629fe3092263
出典データセット
uspto-grants-2014_11
特許番号
US08889704B2

反応ノート

読み込み中…