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

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

3synthesis methods

Product Name:8-FLUORO-3,4-DIHYDRO-2H-BENZO[1,4]OXAZINE HYDROCHLORIDE
CAS Number:898832-40-1
Molecular formula:C8H8FNO
Molecular Weight:153.15

560082-51-1 Synthesis

8-FLUORO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE

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

898832-40-1
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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: δ_Η ( 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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898832-40-1
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References

Acetic acid, 2-(2-fluoro-6-nitrophenoxy)-, methyl ester

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898832-40-1
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References

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