2-methyl-N-phenylbutanamide

Base Information

• Chemical Name: 2-methyl-N-phenylbutanamide
• CAS No.: 54394-78-4
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Mol file: 54394-78-4.mol

Synonyms:Butanamide,2-methyl-N-phenyl;(+-)-2-methyl-butyric acid anilide;N-phenyl-2-methylbutanamide;(+-)-2-Methyl-buttersaeure-anilid;2-methylbutanoic acid anilide;(+-)-2-Methylbutyranilide;

Chemical Property of 2-methyl-N-phenylbutanamide

Chemical Property:

• PSA: 32.59000
• LogP: 3.32070

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-methyl-N-phenylbutanamide

There total 23 articles about 2-methyl-N-phenylbutanamide 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%

(S)-2-methylbutanoyl chloride (27763-54-8) + aniline (62-53-3) → (+)-(S)-N-(2-methylbutanoyl)aniline (54394-78-4,103495-32-5,105497-45-8,105452-92-4)

Guidance literature:

In diethyl ether; at 0 ℃; for 1h;

Reference yield: 78.0%

2-Methylbutanoic acid (116-53-0,600-07-7) + aniline (62-53-3) → 2-methylbutanoic acid anilide (54394-78-4)

Guidance literature:

2-Methylbutanoic acid; With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; triphenylphosphine; In dichloromethane; at 0 - 10 ℃; for 1h;

aniline; In dichloromethane;

DOI:10.1007/s11178-005-0042-0

Reference yield: 68.0%

1,3-diphenylcarbamothioate (4910-32-1) + sec.-butyllithium (598-30-1) → 2-methylbutanoic acid anilide (54394-78-4) + diphenyldisulfane (882-33-7)

Guidance literature:

1,3-diphenylcarbamothioate; sec.-butyllithium; In tetrahydrofuran; 2-methyltetrahydrofuran; at 0 - 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

With ammonium hydroxide; oxygen; In tetrahydrofuran; 2-methyltetrahydrofuran; for 18h; under 760.051 Torr; Schlenk technique;

DOI:10.1021/acs.orglett.8b01654

upstream raw materials:

2-Methylbutanoic acid

aniline

2-methyl-1-phenylbutan-1-one oxime

4-ethyl-5-methyl-3-phenyl-4,5-dihydro-3H-[1,2,3]triazol-4-ol

Downstream raw materials:

N-(2-methylbutyl)aniline

(S)-N-(2-methylbutyl)-N-phenylamine

(+)-(S)-N-(2-hydroxyethyl)-N-(2-methylbutyl)aniline

(+)-(S)-N-(2-methylpropanoyloxyethyl)-N-(2-methylbutyl)aniline

Refernces

• 1、 -. "Preparation method of amide". Paragraph 0055-0079; 0152-0157. . Retrieved 2021/08/25.
• 2、 Zhao, Zhenguang,Peng, Zhiyuan,Zhao, Yongli,Liu, Hao,Li, Chongnan,Zhao, Junfeng. "Hypervalent Iodine-Mediated Oxidative Rearrangement of N-H Ketimines: An Umpolung Approach to Amides". . p. 11848 - 11853. Retrieved 2017/11/28.