2-Chloromethyloxazole Chemical Properties

Boiling point:

143.5±23.0 °C(Predicted)

Density 

1.261±0.06 g/cm3(Predicted)

storage temp. 

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

form 

liquid

pka

0.37±0.10(Predicted)

color 

Yellow to brown

Safety Information

HS Code 

2934999090

2-Chloromethyloxazole Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-(chloromethyl)oxazole from 2-hydroxymethyl oxazole: Thionyl chloride (SOCl2, 3.25 mL, 45 mmol) was added slowly and dropwise to a solution of 2-hydroxymethyl oxazole (450 mg, 4.5 mmol) in dichloromethane (DCM, 25 mL) at 0 °C. The reaction mixture was stirred at 0 °C for 1 hour. Subsequently, water (50 mL) and ethyl acetate (EtOAc, 60 mL) were added to the reaction system for extraction. The organic and aqueous phases were separated, and the organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 2-(chloromethyl)oxazole as a white solid (200 mg, 1.7 mmol, 37% yield).

References

[1] Patent: WO2017/93543, 2017, A2. Location in patent: Page/Page column 101
[2] Patent: WO2007/34144, 2007, A1. Location in patent: Page/Page column 93
[3] Patent: WO2011/35009, 2011, A1. Location in patent: Page/Page column 46

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