Methyl morpholine oxide → 3-Methyl-4-nitrobenzaldehyde

HRID 1357753노트

반응식

HRID 1357753 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH2:5][OH:6].C[N+]1([O-])CCOCC1>C(Cl)Cl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH:5]=[O:6]

참가 물질

5

반응물 2

HCID 82029Methyl morpholine oxideHCID 5913603-Methyl-4-nitrobenzyl alcohol

생성물 1

HCID 111945283-Methyl-4-nitrobenzaldehyde수율 74%

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-methyl-4-nitrobenzyl alcohol (3.0 g, 18 mmol), N-methylmorpholine-N-oxide (3.2 g, 27 mmol), and powdered 4A molecular sieves (8.98 g) in methylene chloride (40 mL) was added in one portion tetrapropylammonium perruthenate (0.315 g, 0.898 mmol), and the reaction stirred at room temperature. The reaction was filtered through silica gel, eluting with methylene chloride, solvent evaporated and the residue purified by flash chromatography to provide 2.2 g of the title compound. Examp~le 219B 5 9-(3-methyl-4-nitrophenyl)-2,3,5.6,7,9-hexahydrothieno[3.2-b]quinolin-8(4H)-one 1,1-dioxide 3-Methyl-4-nitrobenzaldehyde (0.99 g, 6.0 mmol) was processed according to the method of Example 11 5C to provide the title compound.

후처리

  1. filtrationThe reaction was filtered through silica gel
  2. washeluting with methylene chloride, solvent
  3. customevaporated
  4. customthe residue purified by flash chromatography

출처 및 근거

ORD 기록
ord-a7c4f60d6f274b29819e481570559597
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06593335B1

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