Piperidine, 1-(3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)-

Base Information

• Chemical Name: Piperidine, 1-(3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)-
• CAS No.: 38448-14-5
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Pharos Ligand ID: DF127QS37Y6C
• ChEMBL ID: CHEMBL1095331
• Mol file: 38448-14-5.mol

Synonyms:4-hydroxy-3-methoxycinnamylpiperidine;HMCP

Chemical Property of Piperidine, 1-(3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)-

Chemical Property:

• Vapor Pressure: 1.59E-09mmHg at 25°C
• Boiling Point: 471.8°Cat760mmHg
• Flash Point: 239.2°C
• PSA: 49.77000
• Density: 1.187g/cm³
• LogP: 2.36440
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 261.13649347
• Heavy Atom Count: 19
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CC(=O)N2CCCCC2)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)N2CCCCC2)O

Technology Process of Piperidine, 1-(3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)-

There total 6 articles about Piperidine, 1-(3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)- 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:

C17H21NO4 → 1-[3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-piperidine (38448-14-5)

Guidance literature:

With hydrazine hydrate; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1002/cmdc.202000564

Reference yield:

vanillin (121-33-5,8014-42-4) → 1-[3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-piperidine (38448-14-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine; aniline / toluene / 4 h / Reflux; Inert atmosphere

2: dmap / 0 - 10 °C / Inert atmosphere

3: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 0 °C / Inert atmosphere

4: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

5: hydrazine hydrate / acetonitrile / 20 °C / Inert atmosphere

With pyridine; dmap; oxalyl dichloride; hydrazine hydrate; triethylamine; N,N-dimethyl-formamide; aniline; In dichloromethane; toluene; acetonitrile;

DOI:10.1002/cmdc.202000564

Reference yield:

3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → 1-[3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-piperidine (38448-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap / 0 - 10 °C / Inert atmosphere

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 0 °C / Inert atmosphere

3: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

4: hydrazine hydrate / acetonitrile / 20 °C / Inert atmosphere

With dmap; oxalyl dichloride; hydrazine hydrate; triethylamine; N,N-dimethyl-formamide; In dichloromethane; acetonitrile;

DOI:10.1002/cmdc.202000564

upstream raw materials:

vanillin

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

3-(4-acetoxy-3-methoxyphenyl)prop-2-enoic acid

4-acetoxyferuloyl chloride