(1H-PYRAZOL-3-YL)METHANOL Chemical Properties

Melting point:

184-185 °C

Boiling point:

137-140 °C(Press: 0.5 Torr)

Density 

1.225 g/cm3(Temp: 25 °C)

storage temp. 

2-8°C

form 

solid

pka

13.59±0.10(Predicted)

color 

Off White

Safety Information

HS Code 

2933119000

(1H-PYRAZOL-3-YL)METHANOL Usage And Synthesis

Chemical Properties

Colorless Liquid

Synthesis

General procedure for the synthesis of 3-(hydroxymethyl)pyrazole from 1H-pyrazole-3-carboxylic acid: a tetrahydrofuran solution (20 mL) of aluminum (III) hydride was cooled to 0 °C under nitrogen protection and stirred. To this solution was added 1H-pyrazole-3-carboxylic acid (4 g, 35.7 mmol). The reaction mixture was stirred at room temperature for 1 hour and then heated to reflux overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and water (2.7 mL), 10% NaOH solution (5.4 mL) and water (8.1 mL) were added sequentially to quench the reaction. After quenching, the mixture was continued to be stirred at 0 °C for 30 min and then filtered through a Celite pad. The filtrate was concentrated under reduced pressure to remove the solvent and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 1/2, v/v) to afford the target product (1H-pyrazol-3-yl)methanol (1.9 g, 19.37 mmol, 54% yield) as a buttery solid. m/z = 81.1 [M + H - H2O]+ was shown by LCMS detection.

References

[1] Patent: WO2017/216726, 2017, A1. Location in patent: Page/Page column 968
[2] Patent: WO2014/66795, 2014, A1. Location in patent: Paragraph 0175

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