4-Phenoxybutyric acid methyl ester

Base Information

• Chemical Name: 4-Phenoxybutyric acid methyl ester
• CAS No.: 21273-27-8
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 2918990090
• Mol file: 21273-27-8.mol

Synonyms:4-Phenoxybutyric acid methyl ester;Methyl 4-phenoxybutanoate

Chemical Property of 4-Phenoxybutyric acid methyl ester

Chemical Property:

• Boiling Point: 101-102 °C(Press: 1 Torr)
• PSA: 35.53000
• Density: 1.061±0.06 g/cm3(Predicted)
• LogP: 2.01860

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-phenoxybutanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Phenoxybutyric acid methyl ester

There total 5 articles about 4-Phenoxybutyric acid methyl 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: 89.0%

Methyl 4-bromobutyrate (4897-84-1) + phenol (108-95-2,27073-41-2) → methyl 2-methyl-3-phenoxybutanoate (21273-27-8)

Guidance literature:

With potassium carbonate; sodium iodide; In acetone; for 3h; Reflux;

DOI:10.1002/anie.201912489

Reference yield:

2-phenoxybutyric acid (13794-14-4) → methyl 2-methyl-3-phenoxybutanoate (21273-27-8)

Guidance literature:

With thionyl chloride; In methanol;

Reference yield:

methanol (67-56-1) + carbon monoxide (201230-82-2) + allyl phenyl ether (1746-13-0) → methyl 2-methyl-3-phenoxybutanoate (21273-27-8) + methyl 2-methyl-3-phenoxypropanoate (138842-47-4)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); oxygen; copper dichloride; In tetrahydrofuran; at 25 ℃; for 96h; under 760 Torr; Yield given. Yields of byproduct given;

DOI:10.1246/bcsj.64.3600

upstream raw materials:

4-phenyloxybutanoic acid

4-(Methoxycarbonylamino)buttersaeure-methylester

phenol

methanol

Downstream raw materials:

3,4-dihydro-7-nitro-1-benzoxepine-5(2H)-one

3,4-dihydro-1-benzoxepin-5(2H)-one

4-(2,4-dichlorophenoxy)butyric acid methyl ester

methyl 4-[4-(4-methoxybenzoyl)phenoxy]butyrate

Refernces

• 1、 Gao, Cheng-Long,Hou, Gui-Ge,Liu, Jin,Ru, Tong,Xu, Ya-Zhou,Zhao, Shun-Yi,Ye, Hui,Zhang, Lu-Yong,Chen, Kai-Xian,Guo, Yue-Wei,Pang, Tao,Li, Xu-Wen. "Synthesis and Target Identification of Benzoxepane Derivatives as Potential Anti-Neuroinflammatory Agents for Ischemic Stroke". supporting information. p. 2429 - 2439. Retrieved 2020/01/03.
• 2、 Toda, Shiho,Miyamoto, Masanori,Kinoshita, Hideki,Inomata, Katsuhiko. "Selective Mono- and Bis(alkoxycarbonylation)s of Olefins Catalyzed by Palladium in the Presence of Cu(I) or Cu(II) Chloride under Remarkably Mild Conditions. Application to the Synthesis of γ-Butyrolactone Derivatives". . p. 3600 - 3606. Retrieved 2007/10/02.