(4-Pyrazol-1-ylphenyl)methanol Chemical Properties

Melting point:

76-80°C

Boiling point:

324.3±25.0 °C(Predicted)

Density 

1.16±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

14.25±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

143426-49-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

HazardClass 

IRRITANT

HS Code 

2933499090

(4-Pyrazol-1-ylphenyl)methanol Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-pyrazol-1-ylbenzyl alcohol from methyl 4-(1H-pyrazol-1-yl)benzoate: G) Synthesis of [4-(1H-pyrazol-1-yl)phenyl]methanol To a solution of ethyl 4-(1H-pyrazol-1-yl)benzoate (73.7 g) in tetrahydrofuran (THF, 500 mL), sodium borohydride (19.5 g) and calcium chloride (56.8 g) were slowly added under cooling in an ice bath. The reaction mixture was stirred at room temperature for 16 h, followed by heating and refluxing for 2 days. After completion of the reaction, the reaction mixture was diluted with 1N hydrochloric acid and extracted with ethyl acetate (4 times). The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was washed with tert-butyl methyl ether to give 4-pyrazol-1-ylbenzyl alcohol (49.6 g) as a white solid. Product characterization: 1H NMR (400 MHz, CDCl3) δ 2.79 (1H, br s), 4.68 (2H, s), 6.45 (1H, t, J = 2.0 Hz), 7.38 (2H, d, J = 7.6 Hz), 7.61 (2H, d, J = 8.4 Hz), 7.70 (1H, s), 7.89 (1H, d, J = 1.6 Hz).

References

[1] European Journal of Medicinal Chemistry, 1992, vol. 27, # 3, p. 219 - 228
[2] Patent: WO2015/163485, 2015, A1. Location in patent: Paragraph 0387

(4-Pyrazol-1-ylphenyl)methanol(143426-49-7)Related Product Information

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• 4-(5-AMINO-3-METHYL-PYRAZOL-1-YL)-BENZOIC ACID HYDROCHLORIDE
• (4-Pyrazol-1-ylphenyl)methanol