5-ISOXAZOLEMETHANOL Chemical Properties

Boiling point:

212.8±15.0 °C(Predicted)

Density 

1.250±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

pka

13.41±0.10(Predicted)

form 

low melting solid

color 

Colourless to light yellow

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-41

Safety Statements 

26-39

Hazard Note 

Irritant

HS Code 

2932990090

5-ISOXAZOLEMETHANOL Usage And Synthesis

Synthesis

General procedure for the synthesis of oxazole-5-methanol from ethyl oxazole-5-carboxylate: a solution of ethyl oxazole-5-carboxylate (29.13 g, 0.207 mol) in THF (206 mL) was slowly added dropwise to a suspension of LiAlH4 (7.85 g, 0.207 mmol) in THF (206 mL) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 30 min (the progress of the reaction was monitored by TLC to confirm complete consumption of the feedstock). Subsequently, the reaction was quenched by sequential addition of water (8 mL), 10% NaOH solution (8 mL), and water (24 mL) (care was taken to control the reaction temperature to not exceed 0 °C). The reaction mixture was filtered, the precipitate was collected and washed several times with THF. The filtrates were combined and concentrated under reduced pressure to give crude oxazole-5-methanol (17.7 g, 86% yield), which could be used for subsequent reactions without further purification.

References

[1] European Journal of Medicinal Chemistry, 2018, vol. 154, p. 367 - 391
[2] Tetrahedron Letters, 2006, vol. 47, # 4, p. 549 - 552
[3] Tetrahedron, 2008, vol. 64, # 21, p. 4778 - 4791
[4] Collection of Czechoslovak Chemical Communications, 2009, vol. 74, # 6, p. 887 - 900
[5] Patent: WO2015/118019, 2015, A1. Location in patent: Page/Page column 35; 36

5-ISOXAZOLEMETHANOL(127232-41-1)Related Product Information

• ETHYL OXAZOLE-5-CARBOXYLATE
• OXAZOLE-5-CARBOXYLIC ACID
• ETHYL 2-OXAZOLECARBOXYLATE
• 5-OXAZOLECARBOXALDEHYDE
• OXAZOL-4-YL-METHYLAMINE HYDROCHLORIDE
• SodiuM oxazole-2-carboxylate
• Methyl 5-oxazolecarboxylate
• Oxazole-2-carbaldehyde
• OXAZOLE-5-CARBONITRILE
• Oxazole-4-carbaldehyde
• 4-Oxazolecarboxylic acid, methyl ester (9CI)
• 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-oxazole
• OXAZOLO[4,5-B]PYRIDIN-2(3H)THIONE
• Oxazolo[4,5-b]pyridine
• 2-OXAZOLEMETHANOL
• Oxazolo[4,5-c]pyridin-2-amine (9CI)
• 2-OXAZOLECARBONITRILE
• Ethyl 4-methyl-1,3-oxazole-5-carboxylate