Methyl 4-(3-(dibutylamino)propoxy)benzoate

Base Information

• Chemical Name: Methyl 4-(3-(dibutylamino)propoxy)benzoate
• CAS No.: 437651-42-8
• Molecular Formula: C₁₉H₃₁NO₃
• Molecular Weight: 321.46
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20431534
• Wikidata: Q72489996
• Mol file: 437651-42-8.mol

Synonyms:437651-42-8;Methyl 4-(3-(dibutylamino)propoxy)benzoate;Methyl 4-[3-(dibutylamino)propoxy]benzoate;4-[3-(DIBUTYLAMINO)PROPOXY]BENZOIC ACID METHYL ESTER;4-[3-(Dibutylamino)propoxy]benzoicAcid-d6MethylEster;1329835-67-7;4-(3-(Dibutylamino)propoxy)benzoic Acid Methyl Ester;SCHEMBL2472562;DTXSID20431534;LGPWAAYOCNWIEI-UHFFFAOYSA-N;AKOS022172889;CS-T-17322;methyl 4-(3-dibutylaminopropoxy)benzoate;AC-25774;Methyl4-(3-(dibutylamino)propoxy)benzoate;FT-0666520

Chemical Property of Methyl 4-(3-(dibutylamino)propoxy)benzoate

Chemical Property:

• Boiling Point: 422.877 °C at 760 mmHg
• PKA: 9.45±0.50(Predicted)
• Flash Point: 209.549 °C
• PSA: 38.77000
• Density: 0.993 g/cm³
• LogP: 4.14430
• Storage Temp.: 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 321.23039385
• Heavy Atom Count: 23
• Complexity: 293

Purity/Quality:

98% ^*data from raw suppliers

4-[3-(Dibutylamino)propoxy]benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)CCCOC1=CC=C(C=C1)C(=O)OC
• Uses: Dronedarone intermediate.

Technology Process of Methyl 4-(3-(dibutylamino)propoxy)benzoate

There total 4 articles about Methyl 4-(3-(dibutylamino)propoxy)benzoate 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: 99.7%

dibutyl-(3-chloro-propyl)-amine (36421-15-5) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 4-[3-(dibutylamino)propoxyl]benzoate (437651-42-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 98 - 102 ℃; for 1h;

Reference yield: 97.4%

4-(3-chloropropoxy)benzoic acid methyl ester (69076-29-5) + dibutylamine (111-92-2) → methyl 4-[3-(dibutylamino)propoxyl]benzoate (437651-42-8)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 50 ℃; for 14h; Product distribution / selectivity;

Reference yield:

dibutylamine (111-92-2) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) + 1,3-dibromo-propane (109-64-8) → methyl 4-[3-(dibutylamino)propoxyl]benzoate (437651-42-8)

Guidance literature:

1,3-dibromo-propane; With iodine; potassium carbonate; In acetonitrile;

dibutylamine; methyl 4-hydroxylbenzoate; In acetonitrile; at 80 ℃; for 12h; Cooling with ice;

upstream raw materials:

dibutyl-(3-chloro-propyl)-amine

methyl 4-hydroxylbenzoate

4-(3-chloropropoxy)benzoic acid methyl ester

dibutylamine

Refernces

• 1、 -. "Process for preparing dronedarone". Page/Page column 10. . Retrieved 2011/10/13.