3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide

Base Information

• Chemical Name: 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide
• CAS No.: 1443991-61-4
• Molecular Formula: C₁₇H₁₆FO₃P
• Molecular Weight: 318.284
• Mol file: 1443991-61-4.mol

Synonyms:3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide

Chemical Property of 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide

There total 3 articles about 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide 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: 84.0%

1-Phenylprop-1-yne (673-32-5) + (4-fluorophenyl)phosphonic acid monoethyl ester (367493-30-9) → 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide (1443991-61-4)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; silver carbonate; In tert-butyl alcohol; at 90 ℃; for 5h; regioselective reaction;

DOI:10.1021/ol401407v

Reference yield:

1-Phenylprop-1-yne (673-32-5) + (4-fluorophenyl)phosphonic acid monoethyl ester (367493-30-9) → 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide (1443991-61-4) + 4-phenyl-3-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; silver carbonate; In tert-butyl alcohol; at 90 ℃; for 5h; Overall yield = 84 %; regioselective reaction;

DOI:10.1002/chem.201302652

Reference yield:

diethyl (4-fluorophenyl)phosphonate (310-40-7) → 3-phenyl-4-methyl-1-ethoxy-6-fluoro-benz[c-1,2]oxaphosphinine 1-oxide (1443991-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; water / 80 °C

2: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate; sodium acetate / tert-butyl alcohol / 5 h / 90 °C

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; water; sodium acetate; silver carbonate; sodium hydroxide; In tert-butyl alcohol;

DOI:10.1021/ol401407v

upstream raw materials:

1-Phenylprop-1-yne

(4-fluorophenyl)phosphonic acid monoethyl ester

diethyl (4-fluorophenyl)phosphonate

Refernces

• 1、 Seo, Jungmin,Park, Youngchul,Jeon, Incheol,Ryu, Taekyu,Park, Sangjune,Lee, Phil Ho. "Synthesis of phosphaisocoumarins through rhodium-catalyzed cyclization using alkynes and arylphosphonic acid monoesters". supporting information. p. 3358 - 3361. Retrieved 2013/07/26.