2-(2-BROMOPHENYL)-4-PHENYL-4,5-DIHYDROOXAZOLE

Base Information

• Chemical Name: 2-(2-BROMOPHENYL)-4-PHENYL-4,5-DIHYDROOXAZOLE
• CAS No.: 153233-81-9
• Molecular Formula: C₁₅H₁₂BrNO
• Molecular Weight: 302.17
• Mol file: 153233-81-9.mol

Synonyms:2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole;

Chemical Property of 2-(2-BROMOPHENYL)-4-PHENYL-4,5-DIHYDROOXAZOLE

Chemical Property:

• Boiling Point: 422.2 °C at 760 mmHg
• PKA: 3.07±0.70(Predicted)
• Flash Point: 209.1 °C
• PSA: 21.59000
• Density: 1.42 g/cm³
• LogP: 3.40280

Purity/Quality:

99% ^*data from raw suppliers

2-(2-BROMOPHENYL)-4-PHENYL-4,5-DIHYDROOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2-BROMOPHENYL)-4-PHENYL-4,5-DIHYDROOXAZOLE

There total 11 articles about 2-(2-BROMOPHENYL)-4-PHENYL-4,5-DIHYDROOXAZOLE 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: 67.0%

2-bromobenzoic acid chloride (7154-66-7) + Phenylglycinol (20989-17-7,56613-80-0,71006-16-1,7568-92-5,188586-38-1) → 2-(2-bromophenyl)-4-phenyl-4,5-dihydrooxazole (153233-81-9,191330-82-2)

Guidance literature:

2-bromobenzoic acid chloride; Phenylglycinol; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h;

With methanesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; for 23h;

DOI:10.1039/c8cc06649c

Reference yield: 63.0%

(S)-2-bromo-N-(2-hydroxy-1-phenylethyl)benzamide → (4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole (321848-64-0,153233-81-9,191330-82-2)

Guidance literature:

With Vilsmeier reagent; In pyridine; at 20 ℃;

DOI:10.1021/jo000664r

Reference yield: 62.0%

D-2-phenylglycinol (56613-80-0) + ortho-bromobenzaldehyde (6630-33-7) → (4R)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole (153233-81-9,191330-82-2)

Guidance literature:

D-2-phenylglycinol; ortho-bromobenzaldehyde; In toluene; at 20 ℃; for 24h; Molecular sieve;

With potassium phosphate; N-Bromosuccinimide; In toluene; at 20 ℃; for 3.08333h;

DOI:10.1055/s-0030-1260124

upstream raw materials:

o-cyanobromobenzene

D-2-phenylglycinol

ortho-bromobenzaldehyde

(S)-2-phenylglycine

Downstream raw materials:

2-[2'-(diphenylphosphanyl)phenyl]-4-phenyl-4,5-dihydrooxazole

(4R)-4,5-dihydro-2-(2′-anilinophenyl)-4-phenyloxazole

(S)-4-phenyl-2-(2-((R)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole

Refernces

• 1、 -. "Sulfoxide ligand metal catalyzed oxidation of olefins". Page/Page column 55. . Retrieved 2019/05/09.
• 2、 Gillbard, Simone M.,Chung, Chieh-Hsu,Karad, Somnath Narayan,Panchal, Heena,Lewis, William,Lam, Hon Wai. "Synthesis of multisubstituted pyrroles by nickel-catalyzed arylative cyclizations of: N -tosyl alkynamides". supporting information. p. 11769 - 11772. Retrieved 2018/11/10.