N-Methyl-2-phenylbutyramide

Base Information

• Chemical Name: N-Methyl-2-phenylbutyramide
• CAS No.: 4871-04-9
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.246
• DSSTox Substance ID: DTXSID50964103
• Nikkaji Number: J1.531.899F
• Mol file: 4871-04-9.mol

Synonyms:N-Methyl-2-phenylbutyramide;N-methyl-2-phenylbutanamide;4871-04-9;Butyramide, N-methyl-2-phenyl-;2-Phenylbutyramide, N-methyl-;SCHEMBL2049579;DTXSID50964103;LCSRDUUGQDXQMD-UHFFFAOYSA-N;N-Methyl-2-phenylbutanimidic acid;AKOS008974280;Z68248483

Chemical Property of N-Methyl-2-phenylbutyramide

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Boiling Point: 337.1°C at 760 mmHg
• Flash Point: 199.5°C
• PSA: 32.59000
• Density: 0.993g/cm³
• LogP: 2.76650
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)C(=O)NC

Technology Process of N-Methyl-2-phenylbutyramide

There total 5 articles about N-Methyl-2-phenylbutyramide 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%

N-methyl-2-phenylacrylamide (1256971-44-4) + acetic acid (64-19-7,77671-22-8) → N-methyl-2-phenylbutanamide (4871-04-9)

Guidance literature:

With titanium(IV) dioxide; In acetonitrile; for 48h; Inert atmosphere; Irradiation; Cooling;

DOI:10.1021/jacs.0c08688

Reference yield:

2-phenylacrylic acid (492-38-6) → N-methyl-2-phenylbutanamide (4871-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: titanium(IV) dioxide / acetonitrile / 48 h / Inert atmosphere; Irradiation; Cooling

With dmap; titanium(IV) dioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jacs.0c08688

Reference yield:

→ N-methyl-2-phenylbutanamide (4871-04-9)

Guidance literature:

at 160 ℃;

upstream raw materials:

(+/-)-2-phenyl-butyric acid-(2-chloro-ethyl ester)

methylamine

N-methyl-2-phenylacrylamide

acetic acid