Methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate

Base Information

• Chemical Name: Methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate
• CAS No.: 173469-85-7
• Molecular Formula: C21H19 Cl O5
• Molecular Weight: 386.83
• DSSTox Substance ID: DTXSID90938388
• Mol file: 173469-85-7.mol

Synonyms:173469-85-7;methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate;Methyl 2-(4-chlorophenyl)-alpha-ethyl-3-methoxy-4-oxo-4H-1-benzopyran-6-acetate;4H-1-Benzopyran-6-acetic acid, 2-(4-chlorophenyl)-alpha-ethyl-3-methoxy-4-oxo-, methyl ester;4H-1-Benzopyran-6-acetic acid, 2-(4-chlorophenyl)-alpha-ethyl-3-methox y-4-oxo-, methyl ester;C21H19ClO5;C21-H19-Cl-O5;DTXSID90938388;SRXXFXJDSOTFQL-UHFFFAOYSA-N;4H-1-Benzopyran-6-aceticacid, 2-(4-chlorophenyl)-a-ethyl-3-methoxy-4-oxo-, methyl ester;LS-38965;4H-1-Benzopyran-6-aceticacid,2-(4-chlorophenyl)-a-ethyl-3-methoxy-4-oxo-,methyl ester;Methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxo-4H-1-benzopyran-6-yl]butanoate

Chemical Property of Methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate

Chemical Property:

• Vapor Pressure: 9.13E-11mmHg at 25°C
• Boiling Point: 516.3°Cat760mmHg
• Flash Point: 186.3°C
• PSA: 65.74000
• Density: 1.31g/cm³
• LogP: 4.78860
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 386.0921014
• Heavy Atom Count: 27
• Complexity: 593

Purity/Quality:

2-(4-CHLOROPHENYL)-ALPHA-ETHYL-3-METHOXY-4-OXO-4H-1-BENZOPYRAN-6-ACETIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC2=C(C=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)Cl)C(=O)OC

Technology Process of Methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate

There total 6 articles about Methyl 2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate 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: 90.0%

6-Butyryl-2-(4-chloro-phenyl)-3-methoxy-chromen-4-one (173469-81-3) + trimethyl orthoformate (149-73-5) → 2-[2-(4-Chloro-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-butyric acid methyl ester (173469-85-7)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sulfuric acid; at 60 ℃; for 5h;

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 2-[2-(4-Chloro-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-butyric acid methyl ester (173469-85-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / AlCl₃ / CS₂

2: 95 percent / KOH / methanol / Ambient temperature

3: 75 percent / 20percent aq. NaOH, H₂O₂ / methanol / 2 h / 10 °C

4: 95 percent / K₂CO₃ / acetone

5: 90 percent / C₆H₅I(OAc)2, conc. H₂SO₄ / 5 h / 60 °C

With potassium hydroxide; sodium hydroxide; aluminium trichloride; [bis(acetoxy)iodo]benzene; sulfuric acid; dihydrogen peroxide; potassium carbonate; In methanol; carbon disulfide; acetone;

Reference yield:

4-n-butyryl-2-acetylphenol (173469-74-4) → 2-[2-(4-Chloro-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-butyric acid methyl ester (173469-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / KOH / methanol / Ambient temperature

2: 75 percent / 20percent aq. NaOH, H₂O₂ / methanol / 2 h / 10 °C

3: 95 percent / K₂CO₃ / acetone

4: 90 percent / C₆H₅I(OAc)2, conc. H₂SO₄ / 5 h / 60 °C

With potassium hydroxide; sodium hydroxide; [bis(acetoxy)iodo]benzene; sulfuric acid; dihydrogen peroxide; potassium carbonate; In methanol; acetone;

upstream raw materials:

6-Butyryl-2-(4-chloro-phenyl)-3-methoxy-chromen-4-one

trimethyl orthoformate

4-chlorobenzaldehyde

o-hydroxyacetophenone

Downstream raw materials:

2-[2-(4-Chloro-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-butyric acid

Refernces