5-Phenethyloxazole

Base Information

• Chemical Name: 5-Phenethyloxazole
• CAS No.: 220580-60-9
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Hs Code.: 2934999090
• Mol file: 220580-60-9.mol

Synonyms:5-Phenethyloxazole

Chemical Property of 5-Phenethyloxazole

Chemical Property:

• Boiling Point: 252.3±9.0 °C(Predicted)
• PKA: 1.47±0.10(Predicted)
• PSA: 26.03000
• Density: 1.089±0.06 g/cm3(Predicted)
• LogP: 2.45980
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-Phenethyloxazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Phenethyloxazole

There total 3 articles about 5-Phenethyloxazole 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: 75.0%

methyl isocyanate (593-75-9,685498-28-6) + ethyl dihydrocinnamate (2021-28-5) → 5-(2-Phenylethyl)-1,3-oxazole (220580-60-9)

Guidance literature:

methyl isocyanate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

ethyl dihydrocinnamate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h;

DOI:10.1021/jo981367d

Reference yield: 72.0%

4-[(4-Methylphenyl)sulfonyl]-5-(2-phenylethyl)-1,3-oxazole (266337-95-5) → 5-(2-Phenylethyl)-1,3-oxazole (220580-60-9)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; ethanol; for 4h; Sonication;

DOI:10.1039/a908987j

Reference yield:

hydrocinnamic acid chloride (645-45-4) → 5-(2-Phenylethyl)-1,3-oxazole (220580-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: 85 percent / hexane; tetrahydrofuran / 2.5 h / -78 - 20 °C

2.1: 72 percent / Na₂HPO₄; Na/Hg / tetrahydrofuran; ethanol / 4 h / Sonication

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; In tetrahydrofuran; ethanol; hexane; 1.1: Metallation / 1.2: Cyclization / 2.1: Reduction;

DOI:10.1039/a908987j

upstream raw materials:

4-[(4-Methylphenyl)sulfonyl]-5-(2-phenylethyl)-1,3-oxazole

methyl isocyanate

ethyl dihydrocinnamate

hydrocinnamic acid chloride

Downstream raw materials:

2-chloro-5-phenethyloxazole

Refernces

• 1、 Vedejs, Edwin,Luchetta, Leza M.. "A method for iodination of oxazoles at C-4 via 2-lithiooxazoles". . p. 1011 - 1014. Retrieved 2007/10/03.