bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide

Base Information

• Chemical Name: bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide
• CAS No.: 133817-85-3
• Molecular Formula: C₂₈H₄₄N₃O₃
• Molecular Weight: 470.676
• Mol file: 133817-85-3.mol

Synonyms:bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide

Chemical Property of bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide

There total 6 articles about bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide 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: 55.0%

bis<3-tert-butyl-5phenyl>nitroxide (133817-84-2) → bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide (133817-85-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃; for 0.5h;

DOI:10.1021/ja00011a028

Reference yield:

4-tert-Butylaniline (769-92-6) → bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide (133817-85-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 9.28 g / Br₂, conc. HCl / H₂O / 3 h

2: 69 percent / conc. H₂SO₄, NaNO₂ / ethanol; benzene / 3 h / Heating

3: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to 0 deg C, 30 min, 2.) THF, pentane, from -78 deg C to RT, 1 h

4: 100 percent / imidazole / dimethylformamide / 12 h / 50 - 60 °C

5: 1.) t-BuLi, 2.) n-pentyl nitrite / 1.) THf, pentane, from -78 deg C to RT, 15 min, 2.) RT, 1 h

6: 55 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.5 h / 0 - 25 °C

With 1H-imidazole; hydrogenchloride; n-Amyl nitrite; sulfuric acid; tetrabutyl ammonium fluoride; bromine; tert.-butyl lithium; sodium nitrite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja00011a028

Reference yield:

1,3-dibromo-5-t-butylbenzene (129316-09-2) → bis<3-tert-butyl-5(N-hydroxy-tert-butylamino)phenyl>nitroxide (133817-85-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to 0 deg C, 30 min, 2.) THF, pentane, from -78 deg C to RT, 1 h

2: 100 percent / imidazole / dimethylformamide / 12 h / 50 - 60 °C

3: 1.) t-BuLi, 2.) n-pentyl nitrite / 1.) THf, pentane, from -78 deg C to RT, 15 min, 2.) RT, 1 h

4: 55 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.5 h / 0 - 25 °C

With 1H-imidazole; n-Amyl nitrite; tetrabutyl ammonium fluoride; tert.-butyl lithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja00011a028

upstream raw materials:

bis<3-tert-butyl-5phenyl>nitroxide

4-tert-Butylaniline

1,3-dibromo-5-t-butylbenzene

2,6-dibromo-4-(tert-butyl)aniline

Downstream raw materials:

bis<3-tert-butyl-5-(N-oxy-tert-butylamino)phenyl>nitroxide