3-(4-Cyano-phenyl)-propionic acid tert-butyl ester

Base Information

• Chemical Name: 3-(4-Cyano-phenyl)-propionic acid tert-butyl ester
• CAS No.: 91574-47-9
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.294
• DSSTox Substance ID: DTXSID701264735
• Mol file: 91574-47-9.mol

Synonyms:91574-47-9;3-(4-CYANO-PHENYL)-PROPIONIC ACID TERT-BUTYL ESTER;tert-Butyl 3-(4-cyanophenyl)propanoate;SCHEMBL10978242;BEFRPENLYMDRND-UHFFFAOYSA-N;DTXSID701264735;SB39888;4-(2-t-butoxycarbonylethyl)-benzonitrile;1,1-Dimethylethyl 4-cyanobenzenepropanoate;DB-282767

Chemical Property of 3-(4-Cyano-phenyl)-propionic acid tert-butyl ester

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Cyano-phenyl)-propionicacidtert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC1=CC=C(C=C1)C#N

Technology Process of 3-(4-Cyano-phenyl)-propionic acid tert-butyl ester

There total 4 articles about 3-(4-Cyano-phenyl)-propionic acid tert-butyl ester 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: 85.0%

ethyl acetate n-hexane + acetic acid tert-butyl ester (540-88-5) + ammonium chloride + 4-cyanobenzyl bromide (17201-43-3) → tert-butyl 3-(4-cyanophenyl)propanoate (91574-47-9)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; water;

Reference yield: 80.0%

→ tert-butyl 3-(4-cyanophenyl)propanoate (91574-47-9)

Guidance literature:

With water; 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2-4-triazoline; In 1,2-dimethoxyethane; at 150 ℃; under 760.051 Torr; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield: 74.0%

(E)‐tert‐butyl 3‐(4‐cyanophenyl)acrylate (516520-65-3) → tert-butyl 3-(4-cyanophenyl)propanoate (91574-47-9)

Guidance literature:

With water; 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2-4-triazoline; In 1,2-dimethoxyethane; at 150 ℃; for 2h; Inert atmosphere; Microwave irradiation;

DOI:10.1039/c5cc05117g

upstream raw materials:

acetic acid tert-butyl ester

4-(iodomethyl)benzonitrile

4-cyanobenzyl bromide

(E)‐tert‐butyl 3‐(4‐cyanophenyl)acrylate

Downstream raw materials:

(4-cyanophenyl)propionic acid

3-bromo-3-(4-cyano-phenyl)-propionyl chloride

3-bromo-3-(4-cyano-phenyl)-propionic acid

4-bromo-4-(4-cyanophenyl)-1-diazo-2-butanone