methyl 3-butylbenzoate

Base Information

• Chemical Name: methyl 3-butylbenzoate
• CAS No.: 20651-70-1
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• Mol file: 20651-70-1.mol

Synonyms:methyl 3-butylbenzoate

Chemical Property of methyl 3-butylbenzoate

Chemical Property:

• Vapor Pressure: 0.00516mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-butylbenzoate

There total 17 articles about methyl 3-butylbenzoate 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: 97.0%

methyl 3-(but-1-en-1-yl)benzoate → methyl 3-butylbenzoate (20651-70-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 5h;

DOI:10.1021/acs.jmedchem.0c01564

Reference yield: 91.0%

n-butyllithium (109-72-8,29786-93-4) + methyl 3-bromobenzoate (618-89-3) → methyl 3-butylbenzoate (20651-70-1)

Guidance literature:

methyl 3-bromobenzoate; With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; sodium chloride; In water; at 20 ℃; for 0.166667h; Schlenk technique;

n-butyllithium; With zinc(II) chloride; In 2-methyltetrahydrofuran; water; at 10 ℃; for 0.00555556h; chemoselective reaction; Schlenk technique;

DOI:10.1002/anie.202101571

Reference yield:

m-Chlorobenzoyl chloride (618-46-2) → methyl 3-butylbenzoate (20651-70-1)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 14 h / Ambient temperature

2: 70 percent / thionyl chloride / benzene; CH₂Cl₂ / 1.) reflux, 2.) room temperature, 2.5 h

3: 1.) CuI, 2.) n-butyllithium, 4.) MeOH / 1.) diethyl ether, -78 deg C, 0.5 h, 2.) diethyl ether, room temperature, 40 min, 3.) diethyl ether, room temperature, 16 h

4: 1.) 4.5 N HCl / 1.) reflux

With hydrogenchloride; methanol; copper(l) iodide; n-butyllithium; thionyl chloride; In dichloromethane; benzene;

DOI:10.1021/ja00229a037

upstream raw materials:

diazomethane

2-(3-Butyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole

(3R,4R,5R)-3-Butyl-4,5-dihydroxy-cyclohex-1-enecarboxylic acid methyl ester

(4aR,8R,8aR)-8-Butyl-2,3-dimethoxy-2,3-dimethyl-2,3,4a,5,8,8a-hexahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester

Downstream raw materials:

[(3-perfluorobutyl)phenyl]methanol

3-n-butylbenzoic acid

Refernces

• 1、 Hartmann, Markus,Huber, Jessica,Kramer, Jan S.,Heering, Jan,Pietsch, Larissa,Stark, Holger,Odadzic, Dalibor,Bischoff, Iris,Fürst, Robert,Schr?der, Martin,Akutsu, Masato,Chaikuad, Apirat,D?tsch, Volker,Knapp, Stefan,Biondi, Ricardo M.,Rogov, Vladimir V.,Proschak, Ewgenij. "Demonstrating Ligandability of the LC3A and LC3B Adapter Interface". . p. 3720 - 3746. Retrieved 2021/05/04.
• 2、 Lew, Willard,Williams, Matthew A.,Mendel, Dirk B.,Escarpe, Paul A.,Kim, Choung U.. "C3-thia and C3-carba isosteres of a carbocyclic influenza neuraminidase inhibitor, (3R,4R,5S).4-acetamido-5-amino-3-propoxy-1-cyclohexene-1-carboxylic acid". . p. 1843 - 1846. Retrieved 2007/10/03.