diethyl (acetylamino)(2-oxo-2-phenylethyl)propanedioate

Base Information

• Chemical Name: diethyl (acetylamino)(2-oxo-2-phenylethyl)propanedioate
• CAS No.: 15121-91-2
• Molecular Formula: C17H21 N O6
• Molecular Weight: 335.357
• Mol file: 15121-91-2.mol

Synonyms:Malonicacid, acetamidophenacyl-, diethyl ester (8CI); Propanedioic acid, (acetylamino)(2-oxo-2-phenylethyl)-,diethyl ester (9CI); NSC 33155

Chemical Property of diethyl (acetylamino)(2-oxo-2-phenylethyl)propanedioate

Chemical Property:

• Vapor Pressure: 2.12E-11mmHg at 25°C
• Boiling Point: 532°C at 760 mmHg
• Flash Point: 275.6°C
• Density: 1.187g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl (acetylamino)(2-oxo-2-phenylethyl)propanedioate

There total 4 articles about diethyl (acetylamino)(2-oxo-2-phenylethyl)propanedioate 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: 85.2%

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → diethyl 2-acetylamino-2-(2-oxo-2-phenylethyl)malonate (15121-91-2)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.833333h; Inert atmosphere;

With sodium iodide; In tetrahydrofuran; for 0.333333h; Inert atmosphere; Cooling with ice;

1-chloroacetophenone; In tetrahydrofuran; for 6h; Inert atmosphere; Cooling with ice;

Reference yield: 53.0%

α-bromoacetophenone (70-11-1) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → diethyl 2-acetylamino-2-(2-oxo-2-phenylethyl)malonate (15121-91-2)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

α-bromoacetophenone; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Further stages.;

DOI:10.1021/jm010916w

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → diethyl 2-acetylamino-2-(2-oxo-2-phenylethyl)malonate (15121-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 5 °C

2.1: sodium hydride / tetrahydrofuran / 0.83 h / 0 - 20 °C / Inert atmosphere

2.2: 0.33 h / Inert atmosphere; Cooling with ice

2.3: 6 h / Inert atmosphere; Cooling with ice

With aluminum (III) chloride; sodium hydride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

α-bromoacetophenone

2-acetylaminomalonic acid diethyl ester

1-chloroacetophenone

benzene

Downstream raw materials:

diethyl 2-acetamido-2-[2-(4-bromophenyl)ethyl]malonate

2-acetylamino-2-phenylethylmalonic acid diethyl ester

2-acetylamino-4-oxo-4-phenylbutanoic acid

α-amino-γ-oxo-(+/-)-benzenebutanoic acid

Refernces

• 1、 -. "Preparation method of aituomode". Paragraph 0064; 0066; 0068. . Retrieved 2020/05/29.
• 2、 -. "Preparation method of pusaimode (Chinese name)". Paragraph 0054; 0055; 0058. . Retrieved 2020/05/29.