bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone

Base Information

• Chemical Name: bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone
• CAS No.: 54808-41-2
• Molecular Formula: C₃₁H₄₆O₃
• Molecular Weight: 466.704
• Mol file: 54808-41-2.mol

Synonyms:bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone

Chemical Property of bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone

There total 5 articles about bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone 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: 85.0%

bis(3,5-di-tert-butyl-4-methoxyphenyl)methane (32465-70-6) → bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone (54808-41-2)

Guidance literature:

With ammonium cerium (IV) nitrate; acetic acid; at 95 ℃; for 3h;

DOI:10.1021/acs.orglett.7b00697

Reference yield:

(2S,3R)-2-(N-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)amino)octadecane-1,3-diol → bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone (54808-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol / 48 h / 20 °C / Sealed tube; Inert atmosphere

2: ammonium cerium (IV) nitrate; acetic acid / 3 h / 95 °C

With ammonium cerium (IV) nitrate; 10 wt% Pd(OH)2 on carbon; hydrogen; acetic acid; In methanol;

DOI:10.1021/acs.orglett.7b00697

Reference yield:

(2R,3S)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N-butyl-3-pentadecylaziridine-2-carboxamide → bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone (54808-41-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

1.2: 44 h / Reflux; Inert atmosphere

1.3: 16 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 48 h / 20 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere; Cooling with ice

3.1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol / 48 h / 20 °C / Sealed tube; Inert atmosphere

4.1: ammonium cerium (IV) nitrate; acetic acid / 3 h / 95 °C

With n-butyllithium; ammonium cerium (IV) nitrate; 10 wt% Pd(OH)2 on carbon; hydrogen; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/acs.orglett.7b00697

upstream raw materials:

bis(3,5-di-tert-butyl-4-methoxyphenyl)methane

Downstream raw materials:

1,1-dimethyl-2,2-bis(3,5-di-tert-butyl-4-methoxyphenyl)ethylene

[Bis-(3,5-di-tert-butyl-4-methoxy-phenyl)-methylene]-hydrazine

(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

(2R,3S)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

Refernces

• 1、 Anderson, Kraig K.,Shultz, David A.,Dougherty, Dennis A.. "Attempted Synthesis of a Stable, Quintet, Tetraphenoxyl Tetraradical: Facile Rearrangement of a Substituted Bicyclobutane". . p. 7575 - 7584. Retrieved 2007/10/03.