N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide

Base Information

• Chemical Name: N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide
• CAS No.: 1296885-50-1
• Molecular Formula: C₁₃H₁₄ClNO₂
• Molecular Weight: 251.713
• Mol file: 1296885-50-1.mol

Synonyms:

Chemical Property of N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide

There total 3 articles about N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide 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: 57.0%

trifluoromethanesulfonic acid 2-acetylamino-4-chloro-phenyl ester (1296885-47-6) + 2-methyl-but-3-yn-2-ol (115-19-5) → N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide (1296885-50-1)

Guidance literature:

trifluoromethanesulfonic acid 2-acetylamino-4-chloro-phenyl ester; With pyridine; triethylamine; at 20 ℃; for 0.166667h; Inert atmosphere;

2-methyl-but-3-yn-2-ol; for 0.166667h; Inert atmosphere;

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine; at 90 ℃; for 1.5h; Inert atmosphere;

DOI:10.1055/s-0030-1259309

Reference yield:

2-hydroxy-5-chloro-aniline (95-85-2) → N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide (1296885-50-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / 2 h / 60 °C

2.1: pyridine / dichloromethane / 0 - 20 °C

3.1: pyridine; triethylamine / 0.17 h / 20 °C / Inert atmosphere

3.2: 0.17 h / Inert atmosphere

3.3: 1.5 h / 90 °C / Inert atmosphere

With pyridine; triethylamine; In dichloromethane; acetic acid; 3.3: Sonogashira coupling;

DOI:10.1055/s-0030-1259309

Reference yield:

N-(5-chloro-2-hydroxyphenyl)acetamide (26488-93-7) → N-[5-chloro-2-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-acetamide (1296885-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 0 - 20 °C

2.1: pyridine; triethylamine / 0.17 h / 20 °C / Inert atmosphere

2.2: 0.17 h / Inert atmosphere

2.3: 1.5 h / 90 °C / Inert atmosphere

With pyridine; triethylamine; In dichloromethane; 2.3: Sonogashira coupling;

DOI:10.1055/s-0030-1259309

upstream raw materials:

trifluoromethanesulfonic acid 2-acetylamino-4-chloro-phenyl ester

2-methyl-but-3-yn-2-ol

2-hydroxy-5-chloro-aniline

N-(5-chloro-2-hydroxyphenyl)acetamide

Refernces