Sodium periodate → (7-methoxy-2-oxoquinoxalin-1(2H)-yl)acetaldehyde

HRID 657157ノート

反応式

HRID 657157 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([N:7]=[CH:8][C:9](=[O:16])[N:10]2[CH2:13][CH:14]=C)=[CH:5][CH:4]=1.I([O-])(=O)(=O)=[O:18].[Na+]>CC(O)CC.O.[Os](=O)(=O)(=O)=O>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([N:7]=[CH:8][C:9](=[O:16])[N:10]2[CH2:13][CH:14]=[O:18])=[CH:5][CH:4]=1

参加物

6

反応物 2

HCID 23667635Sodium periodateHCID 68810513HCID 68810513、化合物

生成物 1

HCID 59398142(7-methoxy-2-oxoquinoxalin-1(2H)-yl)acetaldehyde収率 66%

試薬・触媒・溶媒 3

HCID 30318Osmium Tetroxide触媒HCID 962Water溶媒HCID 6568(+-)-2-Butanol溶媒

実験手順

A mixture of 7-(methyloxy)-1-(2-propen-1-yl)-2(1H)-quinoxalinone (1.03 g, 4.75 mmol) and sodium periodate (4.68 g, 21.8 mmol) in 2-butanol (20 mL) and water (40 mL) was treated with osmium tetroxide (4% solution in water, 1.1 mL) and the mixture was stirred for 3.75 h. The butanol was evaporated and the residue was diluted with water and extracted with dichloromethane, then with dichloromethane/THF. The extracts were dried and evaporated, and the residue was chromatographed on silica eluted with 50-100% ethyl acetate/hexane to give the aldehyde (0.68 g, 66%).

後処理

  1. customThe butanol was evaporated
  2. additionthe residue was diluted with water
  3. extractionextracted with dichloromethane
  4. customThe extracts were dried
  5. customevaporated
  6. customthe residue was chromatographed on silica
  7. washeluted with 50-100% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-4a9a8111e57e4cd38a30cf0f7585f13a
出典データセット
uspto-grants-2011_12
特許番号
US08071592B2

反応ノート

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