3-(6-Phenoxy-3-pyridyl)acrylic acid

Base Information

• Chemical Name: 3-(6-Phenoxy-3-pyridyl)acrylic acid
• CAS No.: 118420-05-6
• Molecular Formula: C14H11 N O3
• Molecular Weight: 241.246
• European Community (EC) Number: 692-262-3
• Mol file: 118420-05-6.mol

Synonyms:3-(6-phenoxy-3-pyridyl)acrylic acid;118420-05-6;3-(6-Phenoxypyridin-3-yl)acrylic acid;(2E)-3-(6-phenoxypyridin-3-yl)prop-2-enoic acid;(E)-3-(6-phenoxypyridin-3-yl)prop-2-enoic acid;SCHEMBL3179345;MFCD00205453;3-(6-Phenoxypyridin-3-yl)acrylicacid;AKOS015996779;AS-5318;(E)-3-(6-phenoxypyridin-3-yl)acrylic acid

Chemical Property of 3-(6-Phenoxy-3-pyridyl)acrylic acid

Chemical Property:

• Vapor Pressure: 6.71E-08mmHg at 25°C
• Refractive Index: 1.642
• Boiling Point: 422.7°Cat760mmHg
• PKA: 3.55±0.10(Predicted)
• Flash Point: 209.4°C
• PSA: 59.42000
• Density: 1.277g/cm³
• LogP: 2.97170
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 241.07389321
• Heavy Atom Count: 18
• Complexity: 297

Purity/Quality:

99%min. ^*data from raw suppliers

3-(6-Phenoxy-3-pyridyl)acrylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=NC=C(C=C2)C=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)OC2=NC=C(C=C2)/C=C/C(=O)O

Technology Process of 3-(6-Phenoxy-3-pyridyl)acrylic acid

There total 6 articles about 3-(6-Phenoxy-3-pyridyl)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:

2-chloro-5-nitropyridine (4548-45-2) → (E)-3-(6-phenoxy-pyridin-3-yl)-acrylic acid (118420-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran / Ambient temperature

2: hydrogen / 5 percent Pd/C / methanol / 760 Torr / Ambient temperature

3: 1.) NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone, methanol, water, 5 deg C, 2.) 35 deg C

4: 4 N KOH / ethanol / Heating

With copper(I) oxide; hydrogenchloride; potassium hydroxide; hydrogen; sodium hydride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00123a012

Reference yield:

3-nitro-6-phenoxypyridine (28222-02-8) → (E)-3-(6-phenoxy-pyridin-3-yl)-acrylic acid (118420-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 5 percent Pd/C / methanol / 760 Torr / Ambient temperature

2: 1.) NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone, methanol, water, 5 deg C, 2.) 35 deg C

3: 4 N KOH / ethanol / Heating

With copper(I) oxide; hydrogenchloride; potassium hydroxide; hydrogen; sodium nitrite; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm00123a012

Reference yield:

phenol (108-95-2,27073-41-2) → (E)-3-(6-phenoxy-pyridin-3-yl)-acrylic acid (118420-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran / Ambient temperature

2: hydrogen / 5 percent Pd/C / methanol / 760 Torr / Ambient temperature

3: 1.) NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone, methanol, water, 5 deg C, 2.) 35 deg C

4: 4 N KOH / ethanol / Heating

With copper(I) oxide; hydrogenchloride; potassium hydroxide; hydrogen; sodium hydride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00123a012

upstream raw materials:

2-chloro-5-nitropyridine

6-phenoxy-pyridin-3-ylamine

3-nitro-6-phenoxypyridine

phenol

Downstream raw materials:

(E)-N-[4-(4-Benzhydryl-piperazin-1-yl)-butyl]-3-(6-phenoxy-pyridin-3-yl)-acrylamide

Refernces

• 1、 Nishikawa,Shindo,Ishii,Nakamura,Kon,Uno. "Acrylamide derivatives as antiallergic agents. 2. Synthesis and structure-activity relationships of N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamides". . p. 583 - 593. Retrieved 2007/10/02.