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

Boiling point:

238℃

Density 

1.200

Flash point:

98℃

storage temp. 

Sealed in dry,Room Temperature

Appearance

Brown to reddish brown Liquid

Safety Information

HS Code 

2934999090

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

Synthesis

8-Fluoro-2H-1,4-benzoxazin-3(4H)-one (1.0 g, 5.9 mmol) was used as starting material, which was dissolved in THF (25 mL) and stirred to form a suspension at 0 °C to -5 °C. Subsequently, a THF solution of lithium aluminum hydride (7 mL, 1 M) was slowly added dropwise. After the dropwise addition, the reaction mixture was warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the mixture was carefully poured into ice water to quench the reaction and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The resulting residue was ground with ether to afford 8-fluoro-3,4-dihydro-2H-benzo[1,4]oxazine (0.8 g, 87% yield) as a dark brown solid. Mass spectrum (ESI+): m/z 154 [M+H]+. 1H NMR (DMSO-d6): δ 3.27 (2H, m), 4.11 (2H, m), 6.05 (1H, br s), 6.34 (2H, m), 6.58 (1H, m).

References

[1] Patent: WO2011/144578, 2011, A1. Location in patent: Page/Page column 30
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 16, p. 4700 - 4704

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