ethyl 4,5-dioxo-1-(prop-2-en-1-yl)pyrrolidine-3-carboxylate

Base Information

• Chemical Name: ethyl 4,5-dioxo-1-(prop-2-en-1-yl)pyrrolidine-3-carboxylate
• CAS No.: 67044-07-9
• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.218
• Mol file: 67044-07-9.mol

Synonyms:3-Pyrrolidinecarboxylicacid, 4,5-dioxo-1-(2-propenyl)-, ethyl ester (9CI); NSC 522135

Chemical Property of ethyl 4,5-dioxo-1-(prop-2-en-1-yl)pyrrolidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Boiling Point: 301.2°Cat760mmHg
• Flash Point: 136°C
• Density: 1.199g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 4,5-dioxo-1-(prop-2-en-1-yl)pyrrolidine-3-carboxylate

There total 4 articles about ethyl 4,5-dioxo-1-(prop-2-en-1-yl)pyrrolidine-3-carboxylate 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: 87.0%

ethyl 3-(prop-2-en-1-ylamino)propanoate (44981-87-5) + oxalic acid diethyl ester (95-92-1) → ethyl 1-allyl-4,5-dioxopyrrolidine-3-carboxylate (67044-07-9)

Guidance literature:

With sodium methylate; In diethyl ether; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2012.01.001

Reference yield: 70.0%

oxalic acid diethyl ester (95-92-1) + 1-amino-2-propene (107-11-9,30551-89-4) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 1-allyl-4,5-dioxopyrrolidine-3-carboxylate (67044-07-9)

Guidance literature:

1-amino-2-propene; ethyl acrylate; In ethanol; at 20 ℃; for 48h;

oxalic acid diethyl ester; With sodium ethanolate; In ethanol; for 1.5h; Heating;

DOI:10.1016/S0040-4039(02)00140-5

Reference yield:

ethyl acrylate (140-88-5,9003-32-1) → ethyl 1-allyl-4,5-dioxopyrrolidine-3-carboxylate (67044-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 48 h / 20 °C

2.1: sodium methylate / diethyl ether / 2 h / Reflux

2.2: Heating

With sodium methylate; In diethyl ether; ethanol; 1.1: Michael condensation;

DOI:10.1016/j.ejmech.2011.02.069

upstream raw materials:

oxalic acid diethyl ester

1-amino-2-propene

ethyl acrylate

ethyl 3-(prop-2-en-1-ylamino)propanoate

Downstream raw materials:

2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one

C₂₄H₂₆N₄O₂

C₂₆H₂₈N₄O₃