5-Amino-2-fluorophenol Chemical Properties

Melting point:

156-158℃

Boiling point:

255.3±20.0 °C(Predicted)

Density 

1.347±0.06 g/cm3(Predicted)

storage temp. 

2-8°C, protect from light, stored under nitrogen

form 

Solid

pka

8.76±0.10(Predicted)

color 

White to yellow

Safety Information

HazardClass 

IRRITANT

HS Code 

2922290090

5-Amino-2-fluorophenol Usage And Synthesis

Uses

5-Amino-2-fluorophenol is used as synthetic building block.

Synthesis

Example 9A Step 1: 4-Fluoro-3-methoxyaniline (2.0 g, 14.2 mmol) was dissolved in dichloromethane (20 mL) at 0 °C and a dichloromethane solution of 1.0 M boron tribromide (40 mL) was slowly added dropwise. The reaction mixture was stirred at 0 °C, followed by gradual warming to room temperature and continued stirring overnight. Upon completion of the reaction, the reaction was quenched by the addition of methanol, followed by removal of the solvent under reduced pressure. Water was added to the residue, which was alkalized with saturated sodium bicarbonate solution to pH neutral and then extracted with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 5-amino-2-fluorophenol as a white solid (1.3 g, 73% yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 9.26 (s, 1H), 6.81 (dd, 1H), 6.34 (dd, 1H), 6.04 (dd, 1H), 4.63 (br, 2H).

References

[1] Patent: WO2009/117080, 2009, A1. Location in patent: Page/Page column 171
[2] Patent: US2002/198194, 2002, A1
[3] Patent: WO2011/119704, 2011, A1. Location in patent: Page/Page column 45

5-Amino-2-fluorophenol(100367-48-4)Related Product Information

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