N-(2-chloro-6-methylphenyl)pivalamide

Base Information

• Chemical Name: N-(2-chloro-6-methylphenyl)pivalamide
• CAS No.: 150545-04-3
• Molecular Formula: C₁₂H₁₆ClNO
• Molecular Weight: 225.718
• Mol file: 150545-04-3.mol

Synonyms:N-(2-chloro-6-methylphenyl)pivalamide

Chemical Property of N-(2-chloro-6-methylphenyl)pivalamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-chloro-6-methylphenyl)pivalamide

There total 8 articles about N-(2-chloro-6-methylphenyl)pivalamide 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: 98.0%

2,2-dimethyl-N-(2-methylphenyl)propanamide (61495-04-3) → N-(2-chloro-6-methylphenyl)pivalamide (150545-04-3)

Guidance literature:

With copper diacetate; palladium diacetate; copper dichloride; at 120 ℃; for 2h; neat (no solvent);

DOI:10.1039/c003074k

Reference yield: 72.1%

methyl bromide (74-83-9) + N-(2-chlorophenyl)-2,2,2-trimethylacetamide (62662-74-2) → N-(2-chloro-6-methylphenyl)pivalamide (150545-04-3)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexane; 1.) -12 to -20 deg C, 50min, 2.) -20 deg C, 2 h;

DOI:10.1021/jo00072a045

Reference yield:

pivaloyl chloride (3282-30-2) → N-(2-chloro-6-methylphenyl)pivalamide (150545-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent aq. NaOH / various solvent(s)

2: 72.1 percent / TMEDA, n-BuLi / various solvent(s); hexane / 1.) -12 to -20 deg C, 50min, 2.) -20 deg C, 2 h

With sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexane;

DOI:10.1021/jo00072a045

upstream raw materials:

methyl bromide

N-(2-chlorophenyl)-2,2,2-trimethylacetamide

pivaloyl chloride

2-chloro-6-methylaniline

Downstream raw materials:

2-chloro-6-methylaniline

Refernces

• 1、 Bedford, Robin B.,Mitchell, Charlotte J.,Webster, Ruth L.. "Solvent free catalytic C-H functionalisation". scheme or table. p. 3095 - 3097. Retrieved 2010/08/04.
• 2、 Kalyani, Dipannita,Dick, Allison R.,Anani, Waseem Q.,Sanford, Melanie S.. "Scope and selectivity in palladium-catalyzed directed C-H bond halogenation reactions". . p. 11483 - 11498. Retrieved 2007/10/03.