Selenium Dioxide → 7-Bromo-2-quinolinecarboxaldehyde

HRID 408104ノート

反応式

HRID 408104 の反応式
[Se](=O)=[O:2].[Br:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([CH3:15])=[N:12]2)=[CH:7][CH:6]=1>O1CCOCC1>[Br:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([CH:15]=[O:2])=[N:12]2)=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 24007Selenium DioxideHCID 123328967-Bromo-2-methylquinoline

生成物 1

HCID 366880237-Bromo-2-quinolinecarboxaldehyde収率 124.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

Selenium dioxide (1.6 g, 14 mmol, 1.3 eq) was suspended in dioxan (50 mL) and was heated to 60° C. At this temperature 7-bromoquinaldine (2.5 g, 11.2 mmol) was introduced and the mixture was left at 80° C. for 3 hours. After cooling the mixture to room temperature, the crude slurry was filtered on celite, eluted with dioxan and concentrated under reduced pressure. The product was obtained pure as a brown solid (3.3 g, >98%) that was used without furter purification.

後処理

  1. temperatureAfter cooling the mixture to room temperature
  2. filtrationthe crude slurry was filtered on celite
  3. washeluted with dioxan
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e538b56964c2423a85a9c806175abb70
出典データセット
uspto-grants-2014_06
特許番号
US08759331B2

反応ノート

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