2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole

Base Information

• Chemical Name: 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole
• CAS No.: 132292-78-5
• Molecular Formula: C14H10FNO
• Molecular Weight: 227.238
• Mol file: 132292-78-5.mol

Synonyms:5-methyl-2-(p-fluorophenyl)benzoxazole;2-(4-Fluoro-phenyl)-5-methyl-benzooxazole;2-(4-FLUOROPHENYL)-5-METHYLBENZOXAZOLE;

Chemical Property of 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole

Chemical Property:

• PSA: 26.03000
• LogP: 3.94230

Purity/Quality:

2-(4-FLUOROPHENYL)-5-METHYLBENZOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole

There total 14 articles about 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole 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: 96.0%

4-fluorobenzaldehyde (459-57-4) + 3-amino-4-hydroxytoluene (95-84-1) → 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole (132292-78-5)

Guidance literature:

With oxygen; In toluene; at 110 ℃; for 24h; Schlenk technique; Green chemistry;

DOI:10.1002/cctc.201402628

Reference yield: 94.0%

5-methylbenzofuran (18441-43-5) + 1-Bromo-4-fluorobenzene (460-00-4) → 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole (132292-78-5)

Guidance literature:

With C₁₃H₁₈Cl₂N₄OPd; lithium tert-butoxide; In N,N-dimethyl-formamide; at 130 ℃; for 24h; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ra21183b

Reference yield: 93.0%

5-methyl-1,3-benzoxazole (10531-78-9) + para-fluorophenyl pivalate (183280-13-9) → 2-(4-fluorophenyl)-5-methyl-1,3-benzoxazole (132292-78-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); caesium carbonate; In para-xylene; at 140 ℃; for 24h; Glovebox; Sealed tube;

DOI:10.1016/j.tet.2017.02.021

upstream raw materials:

4-Fluorobenzoic acid

3-amino-4-hydroxytoluene

5-methyl-1,3-benzoxazole

fluorobenzene

Refernces

• 1、 Larson, Helen,Schultz, Danielle,Kalyani, Dipannita. "Ni-Catalyzed C-H Arylation of Oxazoles and Benzoxazoles Using Pharmaceutically Relevant Aryl Chlorides and Bromides". . p. 13092 - 13103. Retrieved 2019.
• 2、 Nguyen, Quang The,Thi Hang, Anh-Hung,Ho Nguyen, Thuy-Linh,Nguyen Chau, Duy-Khiem,Tran, Phuong Hoang. "Phosphonium acidic ionic liquid: An efficient and recyclable homogeneous catalyst for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles". . p. 11834 - 11842. Retrieved 2018/04/05.