7-FLUORO-8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE synthesis
- Product Name:7-FLUORO-8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE
- CAS Number:944407-14-1
- Molecular formula:C10H8FNO
- Molecular Weight:177.18
944407-13-0
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944407-14-1
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Yield:944407-14-1 79%
Reaction Conditions:
with aluminum (III) chloride in chlorobenzene at 30 - 75; for 1.16667 h;
Steps:
12.A.2; 13.A.2
2) 7-Fluoro-8-methyl-2(lH)-quinolinone; A solution of (2E)-N-(3-fluoro-2-methylphenyl)-3-phenyl-2-propenamide (75 g, 305 mmol) in chlorobenzene (400 ml) was treated slowly with aluminium trichloride (163 g, 1.2 mol) over 10 minutes, with the temperature < 3O0C. The reaction was heated to 750C (internal temperature) for 1 hour. The mixture was allowed to cool (ca 4O0C), then added to excess ice with vigorous stirring and left to stand at room temperature overnight. The resulting oily precipitate was isolated by filtration and washing with water. Drying in vacuo afforded a light brown solid (42.5g, 79%). MS (+ve ion electrospray) m/z 178 (MH+).
References:
WO2008/3690,2008,A1 Location in patent:Page/Page column 40
443-86-7
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