3-(4-Methoxyphenyl)butanamide

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)butanamide
• CAS No.: 6555-31-3
• Molecular Formula: C11H15 N O2
• Molecular Weight: 193.246
• NSC Number: 49156
• DSSTox Substance ID: DTXSID40287136
• Mol file: 6555-31-3.mol

Synonyms:3-(4-methoxyphenyl)butanamide;6555-31-3;NSC49156;SCHEMBL12883281;DTXSID40287136;NSC-49156

Chemical Property of 3-(4-Methoxyphenyl)butanamide

Chemical Property:

• Vapor Pressure: 5.6E-06mmHg at 25°C
• Boiling Point: 380.1°Cat760mmHg
• Flash Point: 196.3°C
• Density: 1.068g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(4-Methoxyphenyl)butanamide

There total 8 articles about 3-(4-Methoxyphenyl)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: 90.0%

carbon monoxide (201230-82-2) + 1-isopropenyl-4-methoxybenzene (1712-69-2) → 3-(4-Methoxyphenyl)butanamid (6555-31-3)

Guidance literature:

With cis-dibromo-(cyclooctadiene)palladium(II); ammonium chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 24h; under 22801.5 Torr; regioselective reaction;

DOI:10.1039/c7sc04054g

Reference yield: 69.0%

C14H18LiNO2Si (100573-08-8) + methyl iodide (74-88-4) → 4-(p-methoxyphenyl)-3-butene-2-one (943-88-4) + 3-(4-Methoxyphenyl)butanamid (6555-31-3) + 2-Methyl-4-(4-methoxyphenyl)-2-(trimethylsiloxy)-3-butennitril (100573-14-6)

Guidance literature:

In tetrahydrofuran; hexane; at -78 ℃; Yield given. Title compound not separated from byproducts;

Reference yield:

(Z)-3-methyl-p-methoxycinnamic acid (19169-94-9) → 3-(4-Methoxyphenyl)butanamid (6555-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C

2: (i) ClCO₂Et, Et₃N, (ii) NH₃

With hydrogen; palladium on activated charcoal;

DOI:10.1021/ja01495a024

upstream raw materials:

C₁₄H₁₈LiNO₂Si

methyl iodide

3-(4-methoxyphenyl)butyric acid

(Z)-3-methyl-p-methoxycinnamic acid

Downstream raw materials:

4-(β-Amino-isopropyl)-phenol

3-(4-Methoxyphenyl)-1-butylamin

1-amino-2-(4-methoxyphenyl)-propane