Ethyl 3-dimethylaminobenzenepropanoate

Base Information

• Chemical Name: Ethyl 3-dimethylaminobenzenepropanoate
• CAS No.: 7116-45-2
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.299
• DSSTox Substance ID: DTXSID401275311
• Mol file: 7116-45-2.mol

Synonyms:ethyl 3-dimethylaminobenzenepropanoate;SCHEMBL10411875;UGPACPFRSAFSLW-UHFFFAOYSA-N;DTXSID401275311;Ethyl 3-(dimethylamino)benzenepropanoate;7116-45-2

Chemical Property of Ethyl 3-dimethylaminobenzenepropanoate

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCC1=CC(=CC=C1)N(C)C

Technology Process of Ethyl 3-dimethylaminobenzenepropanoate

There total 3 articles about Ethyl 3-dimethylaminobenzenepropanoate 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: 72.1%

ethyl 3-(3-aminophenyl)propanoate hydrochloride (99255-43-3) → ethyl 3-dimethylaminobenzenepropanoate (7116-45-2)

Guidance literature:

With sodium hydroxide; formaldehyd; sodium cyanoborohydride; propionic acid; In methanol;

Reference yield: 66.0%

3-bromo-N,N-dimethylaniline (16518-62-0) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3-dimethylaminobenzenepropanoate (7116-45-2)

Guidance literature:

3-bromo-N,N-dimethylaniline; With diethylaluminium chloride; diisobutylaluminium hydride; magnesium; lithium chloride; In tetrahydrofuran; n-heptane; at 25 ℃;

With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -10 ℃;

ethyl acrylate; With chloro-trimethyl-silane; In tetrahydrofuran; at -10 - 25 ℃;

DOI:10.1055/s-0028-1088127

Reference yield:

→ ethyl 3-dimethylaminobenzenepropanoate (7116-45-2)

Guidance literature:

3-Nitro-benzaldehyd, 1. Pd., Formaldehyd, reduktive Methylierung (-> 3-Dimethylamino-benzaldehyd), 2. Malonsaeure (-> subst. Zimtsaeure), 3. Pd, A/H⁺, Hydrieren;

DOI:10.1021/jo01343a050

upstream raw materials:

ethyl 3-(3-aminophenyl)propanoate hydrochloride

3-bromo-N,N-dimethylaniline

ethyl acrylate

Downstream raw materials:

3-Dimethylaminobenzenepropanoic acid hydrochloride