Ethyl N,N-dibutyl-beta-alaninate

Base Information

• Chemical Name: Ethyl N,N-dibutyl-beta-alaninate
• CAS No.: 20120-23-4
• Molecular Formula: C13H27NO2
• Molecular Weight: 229.363
• Hs Code.: 2922499990
• European Community (EC) Number: 243-525-2
• NSC Number: 163291
• DSSTox Substance ID: DTXSID00173940
• Nikkaji Number: J280.449B
• Wikidata: Q83043985
• Mol file: 20120-23-4.mol

Synonyms:20120-23-4;ethyl 3-(dibutylamino)propanoate;Ethyl N,N-dibutyl-beta-alaninate;ETHYL-3-DIBUTYLAMINOPROPIONATE;EINECS 243-525-2;beta-Alanine, N,N-dibutyl-, ethyl ester;NSC163291;SCHEMBL8466798;DTXSID00173940;MFCD00027192;N,N-Dibutyl-beta-alanine ethyl ester;AKOS008962819;NSC 163291;NSC-163291;ETHYL 3-(DIBUTYLAMINO)PROPIONATE;ethyl 3-(N,N-di-n-butylamino)propionate

Chemical Property of Ethyl N,N-dibutyl-beta-alaninate

Chemical Property:

• Boiling Point: 291.1°Cat760mmHg
• Flash Point: 88.6°C
• PSA: 29.54000
• Density: 0.903g/cm³
• LogP: 2.84180
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 229.204179104
• Heavy Atom Count: 16
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-(Dibutylamino)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)CCC(=O)OCC

Technology Process of Ethyl N,N-dibutyl-beta-alaninate

There total 2 articles about Ethyl N,N-dibutyl-beta-alaninate 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: 98.0%

dibutylamine (111-92-2) + ethyl acrylate (140-88-5,9003-32-1) → 3-dibutylaminopropionic acid ethyl ester (20120-23-4)

Guidance literature:

With triethylammonium acetate; at 25 ℃; for 0.0833333h; chemoselective reaction;

DOI:10.1007/s00706-008-0886-4

Reference yield:

3-(dibutylamino)propanenitrile (25726-99-2) + ethanol (64-17-5) → 3-dibutylaminopropionic acid ethyl ester (20120-23-4)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01223a013

Reference yield:

3-dibutylaminopropionic acid ethyl ester (20120-23-4) → dibutyl-(3-chloro-propyl)-amine (36421-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / 20 °C

2: thionyl chloride / chloroform / 7 h / Reflux

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; chloroform;

DOI:10.1016/j.chempr.2018.02.002

upstream raw materials:

3-(dibutylamino)propanenitrile

ethanol

dibutylamine

ethyl acrylate

Downstream raw materials:

3-dibutylamino-1,1-diphenyl-propan-1-ol

dibutyl-(3,3-diphenyl-allyl)-amine

dibutyl-(3-chloro-propyl)-amine

(2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone