Benzoxazole, 5-(1,1-dimethylethyl)-2-(4-methylphenyl)-

Base Information

• Chemical Name: Benzoxazole, 5-(1,1-dimethylethyl)-2-(4-methylphenyl)-
• CAS No.: 10127-84-1
• Molecular Formula: C18H19NO
• Molecular Weight: 265.355
• Mol file: 10127-84-1.mol

Synonyms:

Chemical Property of Benzoxazole, 5-(1,1-dimethylethyl)-2-(4-methylphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoxazole, 5-(1,1-dimethylethyl)-2-(4-methylphenyl)-

There total 13 articles about Benzoxazole, 5-(1,1-dimethylethyl)-2-(4-methylphenyl)- 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: 92.0%

4-tert-Butylcatechol (98-29-3) + 4-methyl-benzaldehyde (104-87-0) → 5-tert-butyl-2-p-tolylbenzo[d]oxazole (10127-84-1)

Guidance literature:

With [1,6-bis(2-hydroxyphenyl)-2,5-diaza-hexa-1,5-diene]iron(III) chloride; ammonium acetate; In ethanol; at 50 ℃; for 5h; Green chemistry;

DOI:10.1021/acs.joc.0c00560

Reference yield: 92.0%

4-methyl-benzoyl chloride (874-60-2) + 2-amino-4-tert-butylphenol (1199-46-8) → 5-tert-butyl-2-p-tolylbenzo[d]oxazole (10127-84-1)

Guidance literature:

With indium(III) triflate; at 110 ℃; for 15h; Inert atmosphere; neat (no solvent);

DOI:10.1002/cjoc.201090287

Reference yield: 90.0%

4-(tert-butyl)-2-((4-methylbenzyl)amino)phenol → 5-tert-butyl-2-p-tolylbenzo[d]oxazole (10127-84-1)

Guidance literature:

With oxygen; potassium carbonate; In chloroform; water; at 30 ℃; for 20h; under 760.051 Torr;

DOI:10.1139/v11-161

upstream raw materials:

p-Toluic acid

2-amino-4-tert-butylphenol

4-methyl-benzoyl chloride

5-tert-butylbenzo[d]oxazole

Downstream raw materials:

4-(5-tert-butyl-benzooxazol-2-yl)-benzaldehyde

5-tert-butyl-2-{4-[4-(4-chloro-5-phenyl-[1,2,3]triazol-2-yl)-styryl]-phenyl}-benzooxazole

5-tert-butyl-2-{4-[4-(5-chloro-2-phenyl-2H-[1,2,3]triazol-4-yl)-styryl]-phenyl}-benzooxazole

5-tert-butyl-2-{4-[2-(5-methyl-2-phenyl-2H-[1,2,3]triazol-4-yl)-vinyl]-phenyl}-benzooxazole

Refernces

• 1、 Li, Chengliang,Li, Pinhua,Yang, Jin,Wang, Lei. "Palladium-catalyzed deamidative arylation of azoles with arylamides through a tandem decarbonylation-C-H functionalization". . p. 4214 - 4216. Retrieved 2012.
• 2、 Yin, Youzhi,Yue, Xiaoyu,Zhong, Qi,Jiang, Hanmin,Bai, Ruopeng,Lan, Yu,Zhang, Hua. "Ni-Catalyzed C?F Bond Functionalization of Unactivated Aryl Fluorides and Corresponding Coupling with Oxazoles". . p. 1639 - 1643. Retrieved 2018.
• 3、 Sharghi, Hashem,Aboonajmi, Jasem,Aberi, Mahdi. "One-pot multicomponent reaction of catechols, ammonium acetate, and aldehydes for the synthesis of benzoxazole derivatives using the fe(iii)-salen complex". . p. 6567 - 6577. Retrieved 2020/06/08.
• 4、 -. "A benzoxazole for the arylation method (by machine translation)". Paragraph 0071; 0080. . Retrieved 2018/11/03.