N-[2-(3-methoxyphenyl)ethyl]butanamide

Base Information

• Chemical Name: N-[2-(3-methoxyphenyl)ethyl]butanamide
• CAS No.: 138505-09-6
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• DSSTox Substance ID: DTXSID00443756
• Nikkaji Number: J746.126G
• ChEMBL ID: CHEMBL51263
• Mol file: 138505-09-6.mol

Synonyms:CHEMBL51263;N-[2-(3-methoxyphenyl)ethyl]butanamide;138505-09-6;SCHEMBL24528927;DTXSID00443756;BDBM50471028;N-[2-(3-Methoxyphenyl)ethyl]butyramide

Chemical Property of N-[2-(3-methoxyphenyl)ethyl]butanamide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 206

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NCCC1=CC(=CC=C1)OC

Technology Process of N-[2-(3-methoxyphenyl)ethyl]butanamide

There total 3 articles about N-[2-(3-methoxyphenyl)ethyl]butanamide 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%

2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) + butyric acid (107-92-6) → N-[2-(3-Methoxyphenyl)ethyl]butanamide (138505-09-6)

Guidance literature:

2-(3-methoxyphenyl)-1-ethanamine; 4-formyl-3,5-dimethoxyphenoxy-Merrifield resin; With sodium tris(acetoxy)borohydride; In acetic acid; N,N-dimethyl-formamide; at 20 ℃; for 69h;

butyric acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

With dimethylsulfide; water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/S0968-0896(99)00285-0

Reference yield: 78.0%

butanoic acid anhydride (106-31-0) + 2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) → N-[2-(3-Methoxyphenyl)ethyl]butanamide (138505-09-6)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

butyryl chloride (141-75-3) + 2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) → N-[2-(3-Methoxyphenyl)ethyl]butanamide (138505-09-6)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Yield given; Heating;

DOI:10.1002/ardp.2503241116

upstream raw materials:

butyryl chloride

2-(3-methoxyphenyl)-1-ethanamine

butanoic acid anhydride

butyric acid

Downstream raw materials:

2-(2-bromo-5-methoxybenzoyl)-1,2,3,4-tetrahydro-6-methoxy-1-propylidene-isoquinoline

Refernces

• 1、 Garratt, Peter J.,Travard, Sylvie,Vonhoff, Stefan,Tsotinis, Andrew,Sugden, David. "Mapping the Melatonin Receptor. 4. Comparison of the Binding Affinities of a Series of Substituted Phenylalkyl Amides". . p. 1796 - 1805. Retrieved 2007/10/03.