5-PHENYL-ISOXAZOLE-3-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Melting point:

81°C

Boiling point:

370.2±30.0 °C(Predicted)

Density 

1.204±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

-6.43±0.28(Predicted)

form 

solid

Appearance

White to off-white Solid

InChIKey

XMPLCJOQBDGMKT-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2934999090

5-PHENYL-ISOXAZOLE-3-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Uses

Methyl 5-Phenylisoxazole-3-carboxylate is a useful reagent for reactions with isoxazoles.

Synthesis

GENERAL METHODS: Alkyne oxime ether 1 (0.15 mmol) was dissolved in THF (5 mL) and phenol (28 mg, 0.3 mmol) and AgBF4 (5.8 mg, 0.03 mmol) were added sequentially. The reaction system was equipped with a drying tube (filled with silica gel) and heated to reflux at 50 °C in an oil bath. The reaction process was monitored by TLC with continuous stirring for 1-12 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by preparative thin layer chromatography (unfolding reagent: hexane/ethyl acetate = 3-10:1) to afford the target product methyl 5-phenylisoxazole-3-carboxylate (3a and 3j). The physical properties and spectral data of the obtained compounds were in agreement with those reported in the literature.

References

[1] Tetrahedron, 2011, vol. 67, # 25, p. 4612 - 4615

5-PHENYL-ISOXAZOLE-3-CARBOXYLIC ACID METHYL ESTER(51677-09-9)Related Product Information

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