N-((4-Hydroxy-3-methoxyphenyl)methyl)undecanamide

Base Information

• Chemical Name: N-((4-Hydroxy-3-methoxyphenyl)methyl)undecanamide
• CAS No.: 47311-59-1
• Molecular Formula: C19H31 N O3
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID60963804
• Nikkaji Number: J567.080B
• Wikidata: Q82945717
• ChEMBL ID: CHEMBL316364
• Mol file: 47311-59-1.mol

Synonyms:47311-59-1;BRN 2152289;N-((4-Hydroxy-3-methoxyphenyl)methyl)undecanamide;Undecanamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-;N-(4-Hydroxy-3-methoxybenzyl)undecanamide;N-Vanillylundecanamide;Undecansaurevanillylamid;CHEMBL316364;SCHEMBL2400979;DTXSID60963804;LS-158388;N-[(4-Hydroxy-3-methoxyphenyl)methyl]undecanimidic acid

Chemical Property of N-((4-Hydroxy-3-methoxyphenyl)methyl)undecanamide

Chemical Property:

• Vapor Pressure: 3.73E-11mmHg at 25°C
• Boiling Point: 513.2°Cat760mmHg
• Flash Point: 264.2°C
• PSA: 62.05000
• Density: 1.018g/cm³
• LogP: 5.38810
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 321.23039385
• Heavy Atom Count: 23
• Complexity: 309

Purity/Quality:

N-[(4-HYDROXY-3-METHOXY-PHENYL)METHYL]UNDECANAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

Technology Process of N-((4-Hydroxy-3-methoxyphenyl)methyl)undecanamide

There total 8 articles about N-((4-Hydroxy-3-methoxyphenyl)methyl)undecanamide 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: 63.0%

Undec-10-enoic acid 4-hydroxy-3-methoxy-benzylamide (5555-46-4) → N-Vanillylundecanamide (47311-59-1)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jm00070a002

Reference yield: 58.54%

undecanoyl chloride (17746-05-3) + vanillylamine hydrochloride (7149-10-2) → N-Vanillylundecanamide (47311-59-1)

Guidance literature:

vanillylamine hydrochloride; With sodium hydroxide; In water; N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

undecanoyl chloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere; Cooling with ice;

DOI:10.1021/jf9035029

Reference yield:

10-undecenoic acid (112-38-9) → N-Vanillylundecanamide (47311-59-1)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride / 3 h

2: 79 percent / dimethylformamide; diethyl ether / Ambient temperature

3: 63 percent / H₂ / Pd/C

With oxalyl dichloride; hydrogen; palladium on activated charcoal; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00070a002

upstream raw materials:

Vanillylamin

undecanoyl chloride

Undec-10-enoic acid 4-hydroxy-3-methoxy-benzylamide

undec-10-enoyl chloride

Refernces

• 1、 Janusz, John M.,Buckwalter, Brian L.,Young, Patricia A.,LaHann, Thomas R.,Farmer, Ralph W.,et al.. "Vanilloids. 1. Analogs of Capsaicin with Antinociceptive and Antiinflammatory Activity". . p. 2595 - 2604. Retrieved 2007/10/02.