4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole

Base Information

• Chemical Name: 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole
• CAS No.: 1616956-28-5
• Molecular Formula: C₁₅H₉FN₂O₃
• Molecular Weight: 284.246
• Mol file: 1616956-28-5.mol

Synonyms:4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole

Chemical Property of 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole

There total 5 articles about 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole 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: 79.0%

(Z)-1-(3-nitrophenyl)-3-phenylprop-2-yn-1-one O-methyl oxime (1616956-18-3) → 3-(3-nitrophenyl)-5-phenyl-1,2-oxazole (31609-82-2) + 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole (1616956-28-5)

Guidance literature:

With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver toluene-p-sulfonate; sodium hydrogencarbonate; Selectfluor; In acetonitrile; at 20 ℃; for 136h; Inert atmosphere;

DOI:10.1021/jo5008702

Reference yield:

(+/-)-1-(3-nitrophenyl)-3-phenylprop-2-yn-1-ol (88596-60-5) → 3-(3-nitrophenyl)-5-phenyl-1,2-oxazole (31609-82-2) + 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole (1616956-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: manganese(IV) oxide / acetone / 0.5 h / 20 °C / Inert atmosphere

2: sodium sulfate; pyridine / methanol / Inert atmosphere

3: chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); Selectfluor; silver toluene-p-sulfonate; sodium hydrogencarbonate / acetonitrile / 136 h / 20 °C / Inert atmosphere

With pyridine; manganese(IV) oxide; chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver toluene-p-sulfonate; sodium hydrogencarbonate; sodium sulfate; Selectfluor; In methanol; acetone; acetonitrile;

DOI:10.1021/jo5008702

Reference yield:

phenylacetylene (536-74-3) → 3-(3-nitrophenyl)-5-phenyl-1,2-oxazole (31609-82-2) + 4-fluoro-3-(3-nitrophenyl)-5-phenylisoxazole (1616956-28-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: manganese(IV) oxide / acetone / 0.5 h / 20 °C / Inert atmosphere

3.1: sodium sulfate; pyridine / methanol / Inert atmosphere

4.1: chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); Selectfluor; silver toluene-p-sulfonate; sodium hydrogencarbonate / acetonitrile / 136 h / 20 °C / Inert atmosphere

With pyridine; manganese(IV) oxide; n-butyllithium; chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver toluene-p-sulfonate; sodium hydrogencarbonate; sodium sulfate; Selectfluor; In tetrahydrofuran; methanol; hexane; acetone; acetonitrile;

DOI:10.1021/jo5008702

upstream raw materials:

(+/-)-1-(3-nitrophenyl)-3-phenylprop-2-yn-1-ol

1-(3-nitrophenyl)-3-phenylprop-2-yn-1-one

3-nitro-benzaldehyde

phenylacetylene