triethyl 3-cyanopentane-1,3,5-tricarboxylate

Base Information

• Chemical Name: triethyl 3-cyanopentane-1,3,5-tricarboxylate
• CAS No.: 58774-06-4
• Molecular Formula: C15H23 N O6
• Molecular Weight: 313.351
• Mol file: 58774-06-4.mol

Synonyms:1,3,5-Pentanetricarboxylicacid, 3-cyano-, triethyl ester (6CI,9CI); NSC 68544; Triethyl 3-cyanopentane-1,3,5-tricarboxylate

Chemical Property of triethyl 3-cyanopentane-1,3,5-tricarboxylate

Chemical Property:

• Vapor Pressure: 3.04E-07mmHg at 25°C
• Boiling Point: 419.4°C at 760 mmHg
• Flash Point: 183.4°C
• Density: 1.119g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of triethyl 3-cyanopentane-1,3,5-tricarboxylate

There total 8 articles about triethyl 3-cyanopentane-1,3,5-tricarboxylate 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%

ethyl 2-cyanoacetate (105-56-6) + ethyl acrylate (140-88-5,9003-32-1) → 3-ethyl-1,5-dimethyl-3-cyanopentane-1,3,5-tricarboxylate (58774-06-4)

Guidance literature:

With tributylphosphine; In acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tet.2013.11.103

Reference yield: 95.0%

diethyl 2-cyanoglutarate (7251-97-0) → 3-ethyl-1,5-dimethyl-3-cyanopentane-1,3,5-tricarboxylate (58774-06-4)

Guidance literature:

With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In N,N-dimethyl-formamide; at 40 - 45 ℃;

DOI:10.1007/BF00961357

Reference yield:

ethyl 2-cyanoacetate (105-56-6) → 3-ethyl-1,5-dimethyl-3-cyanopentane-1,3,5-tricarboxylate (58774-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / KOH / benzyltriethylammonium chloride (BTEAC) / dimethylformamide / 30 - 45 °C

2: 95 percent / KOH / benzyltriethylammonium chloride (BTEAC) / dimethylformamide / 40 - 45 °C

With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In N,N-dimethyl-formamide;

DOI:10.1007/BF00961357

upstream raw materials:

sodium cyanoacetic acid ethyl ester

ethyl 3-chloropropanoate

ethyl 2-cyanoacetate

ethyl acrylate

Downstream raw materials:

pentane-1,3,5-tricarboxylic acid

ethyl 1-cyano-4-oxocyclohexanecarboxylate