1-(2-chloro-8-fluoroquinolin-3-yl)ethanone synthesis
- Product Name:1-(2-chloro-8-fluoroquinolin-3-yl)ethanone
- CAS Number:1065481-26-6
- Molecular formula:C11H7ClFNO
- Molecular Weight:223.63
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Yield:1065481-26-6 72%
Reaction Conditions:
with manganese(IV) oxide in toluene; for 2 h;Reflux;
Steps:
1 1-(2-chloro-8-fluoroquinolin-3-yl)ethanone
To a round-bottomed flask containing toluene (183 mL) was added 1-(2-chloro-8-fluoroquinolin-3-yl)ethanol (6.20 g, 27.5 mmol) and manganese dioxide (19.1 g, 220 mmol, 8 eq). The reaction was heated to reflux for 2 h, cooled to rt, filtered and concentrated. The product was diluted with hexanes and filtered to give as a white solid 1-(2-chloro-8-fluoroquinolin-3-yl)ethanone (4.43 g, 72% yield). 1H NMR (400 MHz, CDCl3) δ ppm 8.40 (d, J=1.6 Hz, 1H), 7.71 (br d, J=8.2 Hz, 1H), 7.56 (td, J=7.8, 5.1 Hz, 1H), 7.54 (ddd, J=9.8, 7.8, 1.6 Hz, 1H). Mass Spectrum (ESI) m/e=223.9 (M+1).
References:
US2013/267524,2013,A1 Location in patent:Paragraph 0063-0064
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