1,4-Dioxane → 72804-91-2

HRID 338867ノート

反応式

HRID 338867 の反応式
[CH2:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([CH3:13])[CH:9]=[CH:8]2)[CH3:2].[O:14]1CCOCC1>O>[CH2:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([CH:13]=[O:14])[CH:9]=[CH:8]2)[CH3:2]

参加物

4

反応物 2

HCID 312751,4-DioxaneHCID 144752508-Ethyl-2-methylquinoline

生成物 1

HCID 1269983472804-91-2収率 85.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 8-ethyl-2-methylquinoline (3.34 g, 19.5 mmol) in dioxane (150 mL) and water (1.5 mL) was added SeO2 (2.60 g, 23.4 mmol) and the mixture was stirred at reflux for 2 hours. After cooling to ambient temperature, the solid was removed by filtration and washed with DCM. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (1:1 hexane/DCM) to give 8-ethylquinoline-2-carbaldehyde (3.1 g, 85.8%) as a solid.

後処理

  1. temperatureat reflux for 2 hours
  2. customthe solid was removed by filtration
  3. washwashed with DCM
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by flash chromatography on silica gel (1:1 hexane/DCM)

出典と根拠

ORDレコード
ord-917b3a8ce8664f37b43843fb55db1307
出典データセット
uspto-grants-2014_11
特許番号
US08889704B2

反応ノート

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