[4-(trifluoromethyl)-1,3-thiazol-2-yl]methanol Chemical Properties

Boiling point:

205.1±40.0 °C(Predicted)

Density 

1.533±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

12.80±0.10(Predicted)

Appearance

White to off-white Solid

[4-(trifluoromethyl)-1,3-thiazol-2-yl]methanol Usage And Synthesis

Synthesis

Sodium tetrahydroborate (840 mg) was slowly added to a methanolic solution (15 mL) of ethyl 4-trifluoromethylthiazole-2-carboxylate (2.5 g) at 0 °C, the reaction system was kept at 0 °C and stirred continuously for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting residue was diluted with distilled water and subsequently extracted with ethyl acetate. The organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated again under reduced pressure to remove the solvent. The final product was purified by silica gel column chromatography (NH silica gel, eluent hexane/ethyl acetate mixed solvent) to afford (4-(trifluoromethyl)thiazol-2-yl)methanol (1.7 g) as a white solid. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 4.78 (2H, d, J = 5.5 Hz), 6.28 (1H, t, J = 5.6 Hz), 8.41 (1H, s).

References

[1] Patent: WO2015/5489, 2015, A1. Location in patent: Paragraph 0298
[2] Patent: WO2018/188795, 2018, A1. Location in patent: Page/Page column 51-52

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