N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide

Base Information

• Chemical Name: N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide
• CAS No.: 1217507-31-7
• Molecular Formula: C₁₂H₁₀F₇NO
• Molecular Weight: 317.206
• Mol file: 1217507-31-7.mol

Synonyms:N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide

Chemical Property of N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide

There total 2 articles about N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)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:

4-trifluoromethyl-2,3,5,6-tetrafluoroaniline (651-83-2) + pivaloyl chloride (3282-30-2) → N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide (1217507-31-7)

Guidance literature:

In toluene; at 20 ℃; for 16h; Reflux;

DOI:10.1021/ja1010866

Reference yield:

Trimethylacetic acid (75-98-9) → N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide (1217507-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / dichloromethane / 0 - 20 °C / Inert atmosphere

2: toluene / 12.5 h / 20 °C / Reflux

With oxalyl dichloride; In dichloromethane; toluene;

DOI:10.1002/anie.201502075

Reference yield: 94.0%

N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pivalamide (1217507-31-7) + benzylacrylate (2495-35-4,25036-21-9) → benzyl 2-(4,4-dimethyl-5-oxo-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pyrrolidin-2-yl)acetate (1217507-47-5)

Guidance literature:

With silver(I) acetate; copper diacetate; palladium diacetate; lithium chloride; In N,N-dimethyl-formamide; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja1010866

upstream raw materials:

4-trifluoromethyl-2,3,5,6-tetrafluoroaniline

pivaloyl chloride

Trimethylacetic acid

Downstream raw materials:

benzyl 2-(4,4-dimethyl-5-oxo-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pyrrolidin-2-yl)acetate

3,3-dimethyl-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pyrrolidine-2,5-dione

aminopivalic acid

Refernces

• 1、 Wasa, Masayuki,Engle, Keary M.,Yu, Jin-Quan. "Pd(ll)-Catalyzed olefination of sp3 C-H bonds". supporting information; experimental part. p. 3680 - 3681. Retrieved 2010/05/15.