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

HRID 657157노트

반응식

HRID 657157 반응식
[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

참가 물질

6

반응물 2

HCID 23667635Sodium periodateHCID 68810513HCID 68810513, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 30318Osmium Tetroxide촉매HCID 962Water용매HCID 6568(+-)-2-Butanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-4a9a8111e57e4cd38a30cf0f7585f13a
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

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