3-(2-Fluoro-phenyl)-isoxazole-5-carbaldehyde

Base Information

• Chemical Name: 3-(2-Fluoro-phenyl)-isoxazole-5-carbaldehyde
• CAS No.: 808740-52-5
• Molecular Formula: C10H6FNO2
• Molecular Weight: 191.162
• Hs Code.: 2934999090
• Mol file: 808740-52-5.mol

Synonyms:3-(2-FLUORO-PHENYL)-ISOXAZOLE-5-CARBALDEHYDE;5-Isoxazolecarboxaldehyde, 3-(2-fluorophenyl)-;3-(2-fluorophenyl)-1,2-oxazole-5-carbaldehyde

Chemical Property of 3-(2-Fluoro-phenyl)-isoxazole-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 4.45E-05mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 350.2 °C at 760 mmHg
• Flash Point: 165.6 °C
• PSA: 43.10000
• Density: 1.303 g/cm³
• LogP: 2.29320
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-Fluorophenyl)isoxazole-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-Fluoro-phenyl)-isoxazole-5-carbaldehyde

There total 4 articles about 3-(2-Fluoro-phenyl)-isoxazole-5-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

[3-(2-fluorophenyl)isoxazol-5-yl]methanol (953046-62-3) → 3-(2-fluorophenyl)isoxazole-5-carbaldehyde (808740-52-5)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodine; sodium hydrogencarbonate; In ethanol; water; benzene; at 20 ℃; for 9h;

DOI:10.1016/j.tet.2016.04.014

Reference yield:

2-fluorobenzaldehyde oxime (24652-66-2,451-79-6) → 3-(2-fluorophenyl)isoxazole-5-carbaldehyde (808740-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-chlorosuccinimide; pyridine / tetrahydrofuran / 0.5 h / 60 °C

1.2: triethylamine / tetrahydrofuran / 2 h / 50 °C

2.1: pyridinium chlorochromate; silica gel / CH₂Cl₂ / 5 h

With pyridine; N-chloro-succinimide; silica gel; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2004.06.011

Reference yield:

2-Fluorobenzaldehyde (446-52-6) → 3-(2-fluorophenyl)isoxazole-5-carbaldehyde (808740-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NH₂OH*HCl; Na₂CO₃ / ethanol; H₂O / 1 h / 60 °C

2.1: N-chlorosuccinimide; pyridine / tetrahydrofuran / 0.5 h / 60 °C

2.2: triethylamine / tetrahydrofuran / 2 h / 50 °C

3.1: pyridinium chlorochromate; silica gel / CH₂Cl₂ / 5 h

With pyridine; N-chloro-succinimide; hydroxylamine hydrochloride; silica gel; sodium carbonate; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1016/j.bmc.2004.06.011

upstream raw materials:

[3-(2-fluorophenyl)isoxazol-5-yl]methanol

2-fluorobenzaldehyde oxime

2-Fluorobenzaldehyde

Downstream raw materials:

C₂₆H₃₀F₂N₄O

C₂₆H₃₀ClFN₄O

C₂₆H₃₁FN₄O

C₂₆H₃₀ClFN₄O

Refernces

• 1、 Zhang, Dawei,Chen, Xiaodong,Guo, Xue,Zhang, Yumin,Hou, Yaya,Zhao, Tianqi,Gu, Qiang. "An efficient solvent-free synthesis of isoxazolyl-1,4-dihydropyridines on solid support SiO2 under microwave irradiation". . p. 1605 - 1614. Retrieved 2016/08/16.
• 2、 -. "ISOXAZOLE DERIVATIVES AS CALCIUM CHANNEL BLOCKERS". Page/Page column 26-27. . Retrieved 2008/06/13.