2-Cyanoethyl 3-oxobutanoate

Base Information

• Chemical Name: 2-Cyanoethyl 3-oxobutanoate
• CAS No.: 65193-87-5
• Molecular Formula: C7H9 N O3
• Molecular Weight: 155.153
• European Community (EC) Number: 613-755-1
• UNII: 9HMM9GC4TW
• Nikkaji Number: J1.723.315G
• Mol file: 65193-87-5.mol

Synonyms:2-Cyanoethyl 3-oxobutanoate;65193-87-5;2-Cyanoethyl 3-Oxobutyrate;2-cyanoethyl acetoacetate;3-Bromopropionaldehydedimethylacetal;MFCD24687999;cyanoethyl acetoacetate;Butanoic acid, 3-oxo-, 2-cyanoethyl ester;2-Cyanoethyl3-Oxobutyrate;9HMM9GC4TW;2-cyanoethy 3-oxobutanoate;beta-Cyanoethyl acetoacetate;(2-cyanoethyl) acetoacetate;(2-cyanoethyl) 3-oxobutanoate;SCHEMBL2566244;SWJVFAOGXDGTCX-UHFFFAOYSA-N;AC1591;AKOS024462966;CS-12346;SY047108;CS-0088550;EN300-342542;A867712

Chemical Property of 2-Cyanoethyl 3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.437
• Boiling Point: 288.196°C at 760 mmHg
• PKA: 10.04±0.46(Predicted)
• Flash Point: 124.214°C
• PSA: 80.99000
• Density: 1.124g/cm³
• LogP: -0.61062
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 155.058243149
• Heavy Atom Count: 11
• Complexity: 201

Purity/Quality:

98%-102% ^*data from raw suppliers

2-Cyanoethyl Acetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)OCCC#N
• Uses: 2-Cyanoethyl Acetoacetate is an intermediate in the synthesis of Felodipine-d3 (F232377), a labelled dihydropyridine calcium channel blocker.

Technology Process of 2-Cyanoethyl 3-oxobutanoate

There total 6 articles about 2-Cyanoethyl 3-oxobutanoate 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: 98.3%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + 3-Hydroxypropionitrile (109-78-4) → 2-cyanoethylacetoacetate (65193-87-5)

Guidance literature:

In o-xylene; at 141 ℃; for 2h;

Reference yield: 95.2%

acetoacetic acid methyl ester (105-45-3) + 3-Hydroxypropionitrile (109-78-4) → 2-cyanoethylacetoacetate (65193-87-5)

Guidance literature:

With N-Bromosuccinimide; In toluene; at 90 ℃; for 3h;

Reference yield: 86.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 3-Hydroxypropionitrile (109-78-4) → 2-cyanoethylacetoacetate (65193-87-5)

Guidance literature:

With triethylamine; In ethyl acetate; at 20 - 60 ℃;

upstream raw materials:

4-methyleneoxetan-2-one

3-Hydroxypropionitrile

5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione

2,2,6-trimethyl-4H-1,3-dioxin-4-one

Downstream raw materials:

bis(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

Refernces

• 1、 -. "Barnidipine hydrochloride compound and preparation method thereof". Paragraph 0042; 0043; 0044; 0056; 0057; 0058. . Retrieved 2019/01/16.
• 2、 -. "3 - (2 - Nitrile ethyl) -5 - methyl - 2, 6 - dimethyl -4 - (3 - nitrophenyl) - 1, 4 - dihydropyridine - 3, 5 - dicarboxylic ester". Paragraph 0018; 0027-0032. . Retrieved 2018/11/03.