4-[3-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]benzaldehyde

Base Information

• Chemical Name: 4-[3-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]benzaldehyde
• CAS No.: 125531-53-5
• Molecular Formula: C20H17NO3
• Molecular Weight: 319.36
• DSSTox Substance ID: DTXSID10560564
• Wikidata: Q82443978
• Mol file: 125531-53-5.mol

Synonyms:125531-53-5;4-[3-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]benzaldehyde;4-(3-(5-Methyl-2-phenyloxazol-4-yl)propanoyl)benzaldehyde;SCHEMBL5795341;DTXSID10560564;AJSPNJVNMYJKFK-UHFFFAOYSA-N;4-[3-(5-Methyl-2-phenyl-4-oxazolyl)propionyl]benzaldehyde

Chemical Property of 4-[3-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]benzaldehyde

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 319.12084340
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=C(O1)C2=CC=CC=C2)CCC(=O)C3=CC=C(C=C3)C=O

Technology Process of 4-[3-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]benzaldehyde

There total 6 articles about 4-[3-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]benzaldehyde 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:

(5-methyl-2-phenyl-4-oxazolyl)methyl chloride (103788-61-0) → 4-[3-(5-Methyl-2-phenyl-4-oxazolyl)propionyl]benzaldehyde (125531-53-5)

Guidance literature:

With hydrogenchloride; acetic acid; In tetrahydrofuran; chloroform; ethyl acetate;

Reference yield:

terephthalaldehyde mono(diethylacetal) (81172-89-6) → 4-[3-(5-Methyl-2-phenyl-4-oxazolyl)propionyl]benzaldehyde (125531-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / diethyl ether / -75 °C

2: 60 percent / manganese dioxide / toluene / 18 h / Heating

3: 1.) sodium hydride / 1.) ether, RT, 25 min, 2.) ether, ethanol, reflux, 6 h

4: 1.) sodium hydride / 1.) THF, RT, 0.5 h, 2.) THF, reflux, 48 h

5: conc. HCl / acetic acid / 5 h / Heating

With hydrogenchloride; manganese(IV) oxide; sodium hydride; In diethyl ether; acetic acid; toluene;

DOI:10.1021/jm00088a022

Reference yield:

1-<4-(diethoxymethyl)phenyl>ethanol (125532-05-0) → 4-[3-(5-Methyl-2-phenyl-4-oxazolyl)propionyl]benzaldehyde (125531-53-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / manganese dioxide / toluene / 18 h / Heating

2: 1.) sodium hydride / 1.) ether, RT, 25 min, 2.) ether, ethanol, reflux, 6 h

3: 1.) sodium hydride / 1.) THF, RT, 0.5 h, 2.) THF, reflux, 48 h

4: conc. HCl / acetic acid / 5 h / Heating

With hydrogenchloride; manganese(IV) oxide; sodium hydride; In acetic acid; toluene;

DOI:10.1021/jm00088a022

upstream raw materials:

terephthalaldehyde mono(diethylacetal)

1-<4-(diethoxymethyl)phenyl>ethanol

4-(diethoxymethyl)acetophenone

ethyl 2-<4-(diethoxymethyl)benzoyl>acetate

Downstream raw materials:

5-[1-{4-[3-(5-Methyl-2-phenyl-oxazol-4-yl)-propionyl]-phenyl}-meth-(Z)-ylidene]-2-thioxo-oxazolidin-4-one

5-<<4-<3-(5-methyl-2-phenyl-4-oxazolyl)propionyl>-phenyl>methylene>thiazolidine-2,4-dione

4-(5-methyl-2-phenyl-4-oxazolepropionyl)cinnamaldehyde

5-(3-{4-[1-hydroxy-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-phenyl}-propyl)-oxazolidine-2,4-dione