Methyl 3-(3-phenoxyphenyl)prop-2-enoate

Base Information

• Chemical Name: Methyl 3-(3-phenoxyphenyl)prop-2-enoate
• CAS No.: 87087-33-0
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• DSSTox Substance ID: DTXSID30707131
• Mol file: 87087-33-0.mol

Synonyms:Methyl 3-(3-phenoxyphenyl)prop-2-enoate;87087-33-0;DTXSID30707131

Chemical Property of Methyl 3-(3-phenoxyphenyl)prop-2-enoate

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 305

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC1=CC(=CC=C1)OC2=CC=CC=C2

Technology Process of Methyl 3-(3-phenoxyphenyl)prop-2-enoate

There total 6 articles about Methyl 3-(3-phenoxyphenyl)prop-2-enoate 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%

(methyloxycarbonylmethyl)triphenylphosphonium bromide (1779-58-4) + 3-Phenoxybenzaldehyde (39515-51-0) → methyl 3-(3-phenoxyphenyl)acrylate (87087-33-0)

Guidance literature:

(methyloxycarbonylmethyl)triphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

3-Phenoxybenzaldehyde; In tetrahydrofuran; hexane; at 0 ℃; Inert atmosphere;

DOI:10.1021/jacs.0c01330

Reference yield: 93.6%

methanol (67-56-1) + (E)-3-(3-phenoxyphenyl)acrylic acid (77124-20-0) → methyl 3-<(4-phenoxy)phenyl>propenoate (87087-33-0)

Guidance literature:

With toluene-4-sulfonic acid; for 18h; Reflux;

DOI:10.14233/ajchem.2014.17034

Reference yield:

malonic acid (141-82-2) + 3-Phenoxybenzaldehyde (39515-51-0) → methyl 3-<(4-phenoxy)phenyl>propenoate (87087-33-0)

Guidance literature:

With piperidine; pyridine; Multistep reaction;

DOI:10.1021/jm00398a001

upstream raw materials:

(methyloxycarbonylmethyl)triphenylphosphonium bromide

3-Phenoxybenzaldehyde

malonic acid

methanol

Downstream raw materials:

3-(3-phenoxyphenyl)propan-1-ol

N-hydroxy-3-(3-phenoxyphenyl)-2-propenamine hydrochloride

Refernces

• 1、 Meyers, Marvin J.,Liu, Jianguang,Xu, Jing,Leng, Fang,Guan, Jiantong,Liu, Zhijun,McNitt, Sarah A.,Qin, Limei,Dai, Linglin,Ma, Hongwei,Adah, Dickson,Zhao, Siting,Li, Xiaofen,Polino, Alex J.,Nasamu, Armiyaw S.,Goldberg, Daniel E.,Liu, Xiaorong,Lu, Yongzhi,Tu, Zhengchao,Chen, Xiaoping,Tortorella, Micky D.. "4-Aryl Pyrrolidines as a Novel Class of Orally Efficacious Antimalarial Agents. Part 1: Evaluation of 4-Aryl- N-benzylpyrrolidine-3-carboxamides". supporting information. p. 3503 - 3512. Retrieved 2019/03/29.
• 2、 Lu, Min,Zhou, Shuwen,Guan, Jing,Xu, Xing,Fan,Xu, Defeng. "Synthesis of key intermediate of phosphonosulfonates (BPH-652), 1-(3-iodopropyl)-3-phenoxy benzene". . p. 7619 - 7621. Retrieved 2015/02/02.