4-ethynyl-N,N-dimethylbenzamide

Base Information

• Chemical Name: 4-ethynyl-N,N-dimethylbenzamide
• CAS No.: 851895-23-3
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.214
• Mol file: 851895-23-3.mol

Synonyms:4-ethynyl-N,N-dimethylbenzamide

Chemical Property of 4-ethynyl-N,N-dimethylbenzamide

Chemical Property:

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-ethynyl-N,N-dimethylbenzamide

There total 4 articles about 4-ethynyl-N,N-dimethylbenzamide 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: 93.0%

N,N-dimethyl-4-((trimethylsilyl)ethynyl) benzamide (851895-22-2) → 4-(dimethylcarbamoyl)phenylacetylene (851895-23-3)

Guidance literature:

With methanol; potassium carbonate; at 25 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02379

Reference yield: 68.0%

4-Ethynyl-benzoic acid (10602-00-3) + dimethyl amine (124-40-3) → 4-(dimethylcarbamoyl)phenylacetylene (851895-23-3)

Guidance literature:

4-Ethynyl-benzoic acid; With thionyl chloride; In dichloromethane; at 0 - 20 ℃; for 5h;

dimethyl amine; With triethylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/acs.joc.0c02781

Reference yield:

4-iodo-N,N-dimethylbenzamide (24167-53-1) → 4-(dimethylcarbamoyl)phenylacetylene (851895-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dichloromethane / 18 h / 25 °C / Inert atmosphere

2: potassium carbonate; methanol / 1.5 h / 25 °C / Inert atmosphere

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In dichloromethane;

DOI:10.1021/acs.orglett.1c02379

upstream raw materials:

4-Ethynyl-benzoic acid

dimethyl amine

4-iodo-N,N-dimethylbenzamide

N,N-dimethyl-4-((trimethylsilyl)ethynyl) benzamide

Downstream raw materials:

N,N-dimethyl-4-(phenylethynyl)benzamide