ETHYL 4-DIMETHYLAMINOBENZOYLFORMATE

Base Information

• Chemical Name: ETHYL 4-DIMETHYLAMINOBENZOYLFORMATE
• CAS No.: 41116-24-9
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• Mol file: 41116-24-9.mol

Synonyms:<4-Dimethylamino-phenyl>-glyoxalsaeure-ethylester;ethyl 4-dimethylaminobenzoylformate;

Chemical Property of ETHYL 4-DIMETHYLAMINOBENZOYLFORMATE

Chemical Property:

• Vapor Pressure: 7.18E-05mmHg at 25°C
• Melting Point: 92-93oC
• Boiling Point: 343.1°C at 760 mmHg
• Flash Point: 161.3°C
• PSA: 46.61000
• Density: 1.131g/cm³
• LogP: 1.49840

Purity/Quality:

99% ^*data from raw suppliers

(4-Dimethylaminophenyl)oxoaceticacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 4-DIMETHYLAMINOBENZOYLFORMATE

There total 12 articles about ETHYL 4-DIMETHYLAMINOBENZOYLFORMATE 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: 86.0%

ethyl 2-(tert-butyldimethylsilyloxy)-2-cyano-2-[4-(dimethylamino)phenyl]acetate → ethyl 2-(4-(dimethylamino) phenyl)-2-oxoacetate (41116-24-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

DOI:10.1055/s-0036-1590887

Reference yield: 73.0%

potassium ethyl xanthogenate (140-89-6) + 4'-dimethylaminoacetophenone (2124-31-4) → ethyl 2-(4-(dimethylamino) phenyl)-2-oxoacetate (41116-24-9)

Guidance literature:

With iodine; dimethyl sulfoxide; In water; at 80 ℃; for 12h; Schlenk technique;

DOI:10.1021/acs.joc.9b03272

Reference yield: 67.0%

4-bromo-N,N-dimethylaniline (586-77-6) + oxalic acid diethyl ester (95-92-1) → ethyl 2-(4-(dimethylamino) phenyl)-2-oxoacetate (41116-24-9)

Guidance literature:

4-bromo-N,N-dimethylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

oxalic acid diethyl ester; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1055/s-0035-1561061

upstream raw materials:

Ethyl oxalyl chloride

N,N-dimethyl-aniline

oxalic acid diethyl ester

4-dimethylaminophenyllithium

Downstream raw materials:

2-(4-(dimethylamino)phenyl)-2-oxoacetic acid

p-N,N-dimethylaminobenzoic acid

tris-(4-dimethylamino-phenyl)-acetic acid ethyl ester

3,3-dicyano-2-(4-dimethylamino-phenyl)-acrylic acid ethyl ester

Refernces

• 1、 Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko. "Synthesis of Unprotected 2-Arylglycines by Transamination of Arylglyoxylic Acids with 2-(2-Chlorophenyl)glycine". . p. 11047 - 11059. Retrieved 2020/10/12.
• 2、 Merkt, Franziska K.,H?wedes, Simon P.,Gers-Panther, Charlotte F.,Gruber, Irina,Janiak, Christoph,Müller, Thomas J. J.. "Three-Component Activation/Alkynylation/Cyclocondensation (AACC) Synthesis of Enhanced Emission Solvatochromic 3-Ethynylquinoxalines". . p. 8114 - 8125. Retrieved 2018/04/02.