5-BENZOXAZOLOL, 2-METHYL- Chemical Properties

Melting point:

164-165 °C

Boiling point:

278.7±13.0 °C(Predicted)

Density 

1.305±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

8.70±0.10(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2934999090

5-BENZOXAZOLOL, 2-METHYL- Usage And Synthesis

Application

2-Methylbenzo[d]oxazol-5-ol is a useful research chemical.

Synthesis

The general procedure for the synthesis of 5-hydroxy-2-methylbenzoxazole from the compound (CAS: 24558-42-7) was as follows: compound 2 (20.0 g, 119.7 mmol) was dissolved in N,N-dimethylformamide (DMF, 300 mL) and the solution was cooled to 0 °C. Phosphorus oxychloride (POCl3, 20 g, 131.6 mmol) was slowly added dropwise while keeping the internal temperature below 10 °C. After the dropwise addition, the reaction mixture was continued to be stirred at 0°C for 1 hour. After completion of the reaction, water (1 L) was added to the reaction mixture and extracted with ethyl acetate (EA, 300 mL x 3). The organic phases were combined and concentrated. The concentrated residue was dissolved in methyl tert-butyl ether (MTBE, 800 mL) and washed with deionized water (200 mL × 3). The organic layer was dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated. Finally, the residue was washed with a solvent mixture of dichloromethane (DCM) and petroleum ether (PE) (4:1, 250 mL, v/v) to afford compound 3 (13.5 g, 75.6% yield).

References

[1] Patent: JP2015/214548, 2015, A. Location in patent: Paragraph 1369; 1371; 1372
[2] Patent: EP2090575, 2009, A1. Location in patent: Page/Page column 50

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