Sulfuric Acid → 4,7-Dimethylquinoline
반응식
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[CH3:14][C:15]([CH:17]=[CH2:18])=O>O1CCOCC1>[CH3:1][C:2]1[CH:3]=[C:4]2[C:5]([C:17]([CH3:18])=[CH:15][CH:14]=[N:8]2)=[CH:6][CH:7]=1참가 물질
5
반응 조건
- 온도
- 12 °C
실험 절차
A solution of 3-methyl-phenylamine (1 eq), in 1,4-dioxane is stirred and cooled to approximately 12° C. Sulfuric acid (2 eq.) is slowly added and heated at reflux. Methylvinyl ketone (1.5 eq) is added dropwise into the refluxing solution. The solution is heated for 1 h after addition is complete. The reaction solution is evaporated to dryness and dissolved in methylene chloride. The solution is adjusted to pH 8 with 1 M sodium carbonate and extracted with three times with water. The residue is chromatographed on SiO2 (70/30 hexane/ethylacetate) to yield the title compound.
후처리
- temperatureheated
- temperatureat reflux
- temperatureThe solution is heated for 1 h
- additionafter addition
- customThe reaction solution is evaporated to dryness
- dissolutiondissolved in methylene chloride
- extractionextracted with three times with water
- customThe residue is chromatographed on SiO2 (70/30 hexane/ethylacetate)
출처 및 근거
- ORD 기록
- ord-da6e96936d2f4a35966ec382e248cadc
- 출처 데이터셋
- uspto-grants-2006_08
- 특허 번호
- US07087626B2
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