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ChemicalBook CAS DataBase List 3-(1,1-difluoroallyl)quinoxalin-2-ol
1294512-27-8

3-(1,1-difluoroallyl)quinoxalin-2-ol synthesis

2synthesis methods
ETHYL 3,3-DIFLUORO-2-OXOPENT-4-ENOATE

1294512-26-7
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3-(1,1-difluoroallyl)quinoxalin-2-ol

1294512-27-8
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Yield:1294512-27-8 3.24 g

Reaction Conditions:

in ethanol; for 14 h;Reflux;

Steps:

1.1b

To the solution of crude ethyl 3,3-difluoro-2-oxopent-4-enoate 2-4 (prepared from 35.74 mmol of 3-bromo-3,3-difluoroprop-1-ene) in EtOH (200 ml) was added o-benzene-1,2-diamine 2-8 (4.64 g, 42.89 mmol). The resulted mixture was heated to reflux for 14 h and then cool down to rt, the solid was collected by filtration and washed with cold EtOH to give quinoxaline 2-9 (2.81 g) after drying. The filtrate was concentrated in vacuo and the residue was purified by flash chromatography on CombiFlash with Hexane to 30% acetone in hexane to afford another portion of quinoxaline 2-9 (0.43 g). MS (ESI): m/z=223.09 [M+H].

References:

US9220748,2015,B2 Location in patent:Page/Page column 135; 136

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