p-Methoxycinnamoylsalicylic acid

Base Information

• Chemical Name: p-Methoxycinnamoylsalicylic acid
• CAS No.: 33494-96-1
• Molecular Formula: C17H14O5
• Molecular Weight: 298.295
• Wikidata: Q76323544
• Mol file: 33494-96-1.mol

Synonyms:p-Methoxycinnamoylsalicylic acid;Salicylic acid, p-methoxycinnamate;BRN 3149176;4-10-00-03995 (Beilstein Handbook Reference);33494-96-1;AKOS024405114;LS-144366;2-hydroxy-5-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]benzoic acid

Chemical Property of p-Methoxycinnamoylsalicylic acid

Chemical Property:

• Vapor Pressure: 2.67E-13mmHg at 25°C
• Boiling Point: 558.3°Cat760mmHg
• Flash Point: 209.2°C
• Density: 1.326g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 298.08412354
• Heavy Atom Count: 22
• Complexity: 423

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C2=CC(=C(C=C2)O)C(=O)O
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)C2=CC(=C(C=C2)O)C(=O)O

Technology Process of p-Methoxycinnamoylsalicylic acid

There total 5 articles about p-Methoxycinnamoylsalicylic 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: 73.0%

5-acetylsalicylic acid (13110-96-8) + 4-methoxy-benzaldehyde (123-11-5) → 5-(3-(4-methoxyphenyl)acryloyl)-2-hydroxybenzoic acid (33494-96-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; Cooling;

DOI:10.1016/j.ejmech.2016.02.052

Reference yield:

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-(3-(4-methoxyphenyl)acryloyl)-2-hydroxybenzoic acid (33494-96-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: aluminum (III) chloride / neat (no solvent) / 0.33 h / 120 °C

3: sodium hydroxide / ethanol; water / Cooling

With aluminum (III) chloride; triethylamine; sodium hydroxide; In ethanol; dichloromethane; water;

DOI:10.1016/j.ejmech.2016.02.052

Reference yield:

aspirin (50-78-2,98201-60-6) → 5-(3-(4-methoxyphenyl)acryloyl)-2-hydroxybenzoic acid (33494-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / neat (no solvent) / 0.33 h / 120 °C

2: sodium hydroxide / ethanol; water / Cooling

With aluminum (III) chloride; sodium hydroxide; In ethanol; water;

DOI:10.1016/j.ejmech.2016.02.052

upstream raw materials:

5-acetylsalicylic acid

4-methoxy-benzaldehyde

salicylic acid

aspirin