(E)-3-(4-(Benzyloxy)phenyl)acrylic acid

Base Information

• Chemical Name: (E)-3-(4-(Benzyloxy)phenyl)acrylic acid
• CAS No.: 227105-11-5
• Molecular Formula: C16H14O3
• Molecular Weight: 254.28
• European Community (EC) Number: 635-698-1,826-150-4
• Nikkaji Number: J2.186.026C
• ChEMBL ID: CHEMBL97369
• Mol file: 227105-11-5.mol

Synonyms:6272-45-3;(E)-3-(4-(Benzyloxy)phenyl)acrylic acid;3-[4-(benzyloxy)phenyl]acrylic acid;(2E)-3-[4-(benzyloxy)phenyl]prop-2-enoic acid;227105-11-5;3-(4-Benzyloxy-phenyl)-acrylic acid;3-[4-(phenylmethoxy)phenyl]-2-propenoic acid;(E)-3-(4-phenylmethoxyphenyl)prop-2-enoic acid;3-(4-(Benzyloxy)phenyl)acrylic acid;3-[4-(Benzyloxy)phenyl]prop-2-enoic acid;Phenyl4-aminosalicylate;CHEMBL97369;SCHEMBL527827;MFCD00021778;STL497385;AKOS000263509;AKOS025310055;CS-0156176;EN300-05701;D83123;EN300-832881;1R-0027;A868379;SR-01000103706;J-501901;J-650075;SR-01000103706-1;Z2312273351

Chemical Property of (E)-3-(4-(Benzyloxy)phenyl)acrylic acid

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(4-(Benzyloxy)phenyl)acrylicacid 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)/C=C/C(=O)O

Technology Process of (E)-3-(4-(Benzyloxy)phenyl)acrylic acid

There total 29 articles about (E)-3-(4-(Benzyloxy)phenyl)acrylic acid 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: 100.0%

(E)-ethyl 3-(4-(benzyloxy)phenyl)acrylate (104315-07-3) → (E)-4-benzyloxycinnamic acid (6272-45-3,227105-11-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 48h;

DOI:10.1016/j.ejmech.2018.10.025

Reference yield: 95.0%

para-coumaric acid (7400-08-0,50940-26-6) + benzyl bromide (100-39-0) → (E)-4-benzyloxycinnamic acid (6272-45-3,227105-11-5)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 36h; Reflux;

DOI:10.1016/j.tetlet.2016.06.070

Reference yield: 94.0%

p-benzyloxybenzaldehyde (4397-53-9) + malonic acid (141-82-2) → (E)-4-benzyloxycinnamic acid (6272-45-3,227105-11-5)

Guidance literature:

With piperidine; pyridine; at 120 ℃; for 3h;

DOI:10.1016/j.ejmech.2019.111723

upstream raw materials:

p-benzyloxybenzaldehyde

malonic acid

para-coumaric acid

methyl p-hydroxycinnamate

Downstream raw materials:

(E)-3-(4-Benzyloxy-phenyl)-acrylic acid icosyl ester

(E)-3-(4-Benzyloxy-phenyl)-acrylic acid butyl ester

5,7,4'-tri-O-benzyl-3-O-[3'',6''-di-O-(4'''-O-benzyl-(E)-coumaroyl)-2'',4''-di-O-benzyl-β-D-glucopyranosyl]kaempferol

(E)-1-(benzyloxy)-4-(2-nitrovinyl)benzene

Refernces

• 1、 Pan, Chunxiang,Yang, Chunhui,Li, Kangkui,Zhang, Keyang,Zhu, Yuanbin,Wu, Shiyuan,Zhou, Yongyun,Fan, Baomin. "Photo-Promoted Decarboxylative Alkylation of α, β-Unsaturated Carboxylic Acids with ICH2CN for the Synthesis of β, γ-Unsaturated Nitriles". supporting information. p. 7188 - 7193. Retrieved 2021/10/01.
• 2、 Kumar, Gautam,Goutami Godavari, Ambati,Tambat, Rushikesh,Kumar, Siva,Nandanwar, Hemraj,Elizabeth Sobhia,Jachak, Sanjay M.. "Synthesis, biological evaluation and computational studies of acrylohydrazide derivatives as potential Staphylococcus aureus NorA efflux pump inhibitors". . . Retrieved 2020/10/02.