5-ISOXAZOLEMETHANOL Chemical Properties

Boiling point:

115-125 °C(Press: 16 Torr)

Density 

1.250

storage temp. 

2-8°C

pka

13.41±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

5-ISOXAZOLEMETHANOL Usage And Synthesis

Synthesis

To a solution of isoxazole-5-carboxylic acid (1.0 g, 8.8 mmol) in tetrahydrofuran (THF, 10 mL) was slowly added borane-THF complex (26.4 mL, 1 M in THF, 26.4 mmol) at 0 °C. The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC) until isoxazole-5-carboxylic acid was completely consumed. Upon completion of the reaction, ethanol (5 mL) was added slowly at 0 °C to quench the reaction. The reaction mixture was transferred to a dispensing funnel and partitioned with ethyl acetate and water. The organic phase was separated and the aqueous phase was back-extracted with ethyl acetate. All organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product isoxazol-5-ylmethanol. The crude product was purified by silica gel column chromatography with the eluent of petroleum ether/ethyl acetate (2:1, v/v) to give the pure isoxazol-5-ylmethanol (670 mg, 77.0% yield) as a light yellow oil. The product was analyzed by liquid chromatography-mass spectrometry (LC-MS) with a retention time of 0.329 min and a molecular ion peak (MH+) of 100.

References

[1] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 400; 401
[2] Patent: WO2013/30138, 2013, A1. Location in patent: Page/Page column 153; 15415

5-ISOXAZOLEMETHANOL(98019-60-4)Related Product Information

• ISOXAZOLE-5-CARBOXYLIC ACID
• 3-Isoxazolecarboxylic acid
• Isoxazole-4-boronicacid
• Isoxazole
• 4-ISOXAZOLEBORONIC ACID PINACOL ESTER
• ISOXAZOLO[5,4-B]PYRIDIN-3-YLAMINE
• Isoxazol-3-ylboronic acid
• 3-Isoxazolecarboxylic acid, methyl ester (8CI,9CI)
• METHYL ISOXAZOLE-5-CARBOXYLATE
• ISOXAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• ETHYL ISOXAZOLE-3-CARBOXYLATE
• Isoxazolo[5,4-c]pyridin-3-amine (9CI)
• 4-HYDROXYMETHYL-ISOXAZOLE
• 4-hydroxyisoxazole
• 3-hydroxy-isoxazole
• 4-Isoxazolecarboxylic acid
• (isoxazolo[5,4-b]pyridin-3-yl)methanol
• Isoxazole-5-boronic acid