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ChemicalBook CAS DataBase List 8-FLUORO-3,4-DIHYDRO-2H-BENZO[1,4]OXAZINE HYDROCHLORIDE
898832-40-1

8-FLUORO-3,4-DIHYDRO-2H-BENZO[1,4]OXAZINE HYDROCHLORIDE synthesis

3synthesis methods
560082-51-1 Synthesis
8-FLUORO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE

560082-51-1
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Yield:898832-40-1 87%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0 - 20;

Steps:



Intermediate 8: 8-Fluoro-3,4-dihydro-2H-benzo[l,4]oxazineTo a stirred mixture of 8-fluoro-2H- l, 4-benzoxazin-3(4H)-one (l .Og, 0.0059mol) in THF (25mL) was added lithium aluminium hydride (7mL, 1M solution in THF) dropwise at 0°C to -5°C. The reaction mixture was stirred at room temperature for 2h and then poured onto ice and extracted with ethyl acetate. The organic phase was dried (MgS04) and the solvent removed under reduced pressure. The residue was triturated with diethyl ether to afford 8-fluoro-3,4-dihydro-2H-benzo[l,4]oxazine (0.8g, 87%) as a dark brown solid.Mass: (ES+) 154 (M+H) + NMR: δΗ ( 6-DMSO) 3.27 (2H, m), 4.11 (2H, m), 6.05 (1H, br s), 6.34 (2H, m) and 6.58 (1H, m).

References:

WO2011/144578,2011,A1 Location in patent:Page/Page column 30

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