7,8-DIFLUORO-2-METHYLQUINOLIN-3-OL synthesis
- Product Name:7,8-DIFLUORO-2-METHYLQUINOLIN-3-OL
- CAS Number:1314012-50-4
- Molecular formula:C10H7F2NO
- Molecular Weight:195.17
1314012-53-7
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1314012-50-4
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Yield:1314012-50-4 26.3 g
Reaction Conditions:
in nitrobenzene at 130 - 150; for 1 h;
Steps:
1.2 Synthesis of 7,8-difluoro-3-hydroxy-2-methylquinoline
41 g of the crude product of 6,7-difluoroisatin were added to 200 mE of water followed the addition of 75.3 g (6 equivalents) of potassium hydroxide while cooling with ice and stirring the mixture for 30 minutes. 42 g (1.4 equivalents) of bromoacetophenone were dropped into the resultant suspension at a temperature of 20° C. to 25° C. Following completion of dropping, the reaction mixture was stirred overnight at room temperature. The resultant was then neutralized with concentrated hydrochloric acid. The precipitated crystals were removed by filtration and washed with a small amount of watet The resulting crystals were dried, and then added to 100 mE ofnitrobenzene a little at a time at 130° C. to 140° C. Following completion of addition, the reaction mixture was stirred for 1 hour at 150° C. Afier cooling the reaction mixture to room temperature, the precipitated crystals were washed with chloroform to obtain 26.3 g of 7,8- difluoro-3-hydroxy-2-methylquinoline.10357] The results of NMR analysis of the product were as indicated below.10358] ‘H-NMR (300 MHz, DMSO-d6) ?2.57 (s, 3H), 7.4-7.7 (m, 3H), 10.60 (bs, 1H)
References:
US2014/73792,2014,A1 Location in patent:Paragraph 0355-0358
4519-40-8
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170108-12-0
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