1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole

Base Information

• Chemical Name: 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole
• CAS No.: 1235999-44-6
• Molecular Formula: C₁₆H₈F₈N₂O
• Molecular Weight: 396.24
• Mol file: 1235999-44-6.mol

Synonyms:1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole

Chemical Property of 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole

There total 3 articles about 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole 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: 80.0%

pentafluorophenyl hydrazine (828-73-9) + 4-methoxy-4-phenyl-1,1,1-trifluorobut-3-en-2-one → 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole (1235999-44-6)

Guidance literature:

In neat (no solvent); at 100 ℃; for 0.1h; Microwave irradiation; Green chemistry;

DOI:10.1007/s00706-013-0930-x

Reference yield:

1,1,1-trifluoro-4-phenylbut-3-yn-2-one (58518-08-4) + pentafluorophenylhydrazine*hydrochloride (1514-49-4) → 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole (1235999-44-6)

Guidance literature:

pentafluorophenylhydrazine*hydrochloride; With 1,8-diazabicyclo[5.4.0]undec-7-ene;

1,1,1-trifluoro-4-phenylbut-3-yn-2-one; In dimethyl sulfoxide; at 20 ℃; for 48h; regioselective reaction;

DOI:10.1021/acs.joc.7b00774

Reference yield:

phenylacetylene (536-74-3) → 1-(pentafluorophenyl)-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole (1235999-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / -60 - -20 °C / Inert atmosphere

1.2: -60 - 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene

2.2: 48 h / 20 °C

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane;

DOI:10.1021/acs.joc.7b00774

upstream raw materials:

pentafluorophenyl hydrazine

phenylacetylene

1,1,1-trifluoro-4-phenylbut-3-yn-2-one

pentafluorophenylhydrazine*hydrochloride

Downstream raw materials:

5-(trifluoromethyl)-1-(perfluorophenyl)-3-phenyl-1H-pyrazole