Methyl 3-(4-cyanophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(4-cyanophenyl)-3-oxopropanoate
• CAS No.: 101341-45-1
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2926909090
• European Community (EC) Number: 673-468-2
• DSSTox Substance ID: DTXSID90374101
• Wikidata: Q82162592
• Mol file: 101341-45-1.mol

Synonyms:101341-45-1;methyl 3-(4-cyanophenyl)-3-oxopropanoate;3-(4-Cyano-phenyl)-3-oxo-propionic acid methyl ester;4-Cyano-b-oxo-benzenepropanoic acid methyl ester;Methyl p-Cyanobenzoylacetate;SCHEMBL10668250;DTXSID90374101;JLWWAGHOXGSRRT-UHFFFAOYSA-N;BEA34145;MFCD03424782;AKOS017550579;methyl3-(4-cyanophenyl)-3-oxopropanoate;AS-69091;CS-0061874;W18410;EN300-1127012;3-(4-Cyanophenyl)-3-oxo-propionic acid methylester;3-(4-cyanophenyl)-3-oxo-propanoic acid methyl ester

Chemical Property of Methyl 3-(4-cyanophenyl)-3-oxopropanoate

Chemical Property:

• Melting Point: 98-99°C
• PSA: 67.16000
• LogP: 1.30408
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 294

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-Cyano-phenyl)-3-oxo-propionicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC=C(C=C1)C#N

Technology Process of Methyl 3-(4-cyanophenyl)-3-oxopropanoate

There total 3 articles about Methyl 3-(4-cyanophenyl)-3-oxopropanoate 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: 92.0%

4-bromobenzenecarbonitrile (623-00-7) + monomethyl monopotassium malonate (38330-80-2) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → methyl 3-(4-cyanophenyl)-3-oxopropanoate (101341-45-1)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 80 ℃; for 18h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201304072

Reference yield: 84.0%

acetic acid methyl ester (79-20-9) + 4-cyanobenzoic acid methyl ester (1129-35-7) → methyl 3-(4-cyanophenyl)-3-oxopropanoate (101341-45-1)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2013.03.106

Reference yield:

4-cyanophenyl methyl ketone (1443-80-7) + carbonic acid dimethyl ester (616-38-6) → methyl 3-(4-cyanophenyl)-3-oxopropanoate (101341-45-1)

Guidance literature:

With NaH; In 1,4-dioxane; mineral oil;

upstream raw materials:

4-cyanophenyl methyl ketone

carbonic acid dimethyl ester

acetic acid methyl ester

4-cyanobenzoic acid methyl ester

Downstream raw materials:

methyl 6-(4-cyanophenyl)-2,3-diphenyl-2H-1,4-oxazine-5-carboxylate

(4-cyanophenyl)carbamoyl azide