5-Fluorobenzothiophene-2-boronic acid Chemical Properties

Boiling point:

393.2±45.0 °C(Predicted)

Density 

1.44±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

6.65±0.30(Predicted)

Safety Information

HS Code 

2934999090

5-Fluorobenzothiophene-2-boronic acid Usage And Synthesis

Synthesis

General procedure for the synthesis of 5-fluorobenzothiophene-2-boronic acid from 5-fluorobenzothiophene and trimethyl borate: 5-fluorobenzothiophene (0.374 g, 2.5 mmol) was dissolved in anhydrous tetrahydrofuran (3.5 mL) in a three-necked flask under argon protection. n-Butyllithium (1.2 mL, 3 mmol) was slowly added at -78 °C to -68 °C and reacted for 25 min. Subsequently, trimethyl borate (0.33 mL, 3 mmol) was added dropwise and the reaction mixture was slowly brought to room temperature with continuous stirring for 3 hours. Upon completion of the reaction, the pH was adjusted to 6 by adding dilute hydrochloric acid and diluted with water (50 mL). Extracted with ethyl acetate (50 mL x 3), the organic phases were combined, washed once with saturated saline (50 mL) and dried over anhydrous sodium sulfate. Purified by silica gel column chromatography with dichloromethane:methanol=25:1 as eluent, a light yellow solid powder was obtained (target product 5-fluorobenzothiophene-2-boronic acid, 0.2 g, yield 38%).

References

[1] Patent: CN105294785, 2016, A. Location in patent: Paragraph 0063; 0064

5-Fluorobenzothiophene-2-boronic acid(501944-42-9)Related Product Information

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• 5-Fluorobenzothiophene-2-boronic acid