(-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide

Base Information

• Chemical Name: (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide
• CAS No.: 340960-84-1
• Molecular Formula: C₂₂H₃₁NO₃
• Molecular Weight: 357.493
• Mol file: 340960-84-1.mol

Synonyms:(-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide

Chemical Property of (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide

There total 3 articles about (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide 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: 97.4%

(-)-4-menthoxycarbonylamino-4-bromobenzene (340960-83-0) + 2-methyl-but-3-yn-2-ol (115-19-5) → (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide (340960-84-1)

Guidance literature:

With bis(triphenylphosphine)palladium(II)-chloride; copper (I) acetate; triphenylphosphine; In tetrahydrofuran; triethylamine; for 35h; Heating;

DOI:10.1021/ja003023m

Reference yield:

(-)-menthol (2216-51-5) → (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide (340960-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / toluene / 15 h / Heating

2: 93 percent / Et₃N; pyridine; CuI / PdCl₂(PPh₃)2; PPh₃ / 8 h / Heating

With pyridine; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In toluene; 2: Sonogashira coupling;

DOI:10.1021/ma051536d

Reference yield:

4-bromophenyl isocyanate (2493-02-9) → (-)-menthoxy-N-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]carboxamide (340960-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / toluene / 15 h / Heating

2: 93 percent / Et₃N; pyridine; CuI / PdCl₂(PPh₃)2; PPh₃ / 8 h / Heating

With pyridine; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In toluene; 2: Sonogashira coupling;

DOI:10.1021/ma051536d

upstream raw materials:

(-)-4-menthoxycarbonylamino-4-bromobenzene

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

(-)-menthol

4-bromophenyl isocyanate

Downstream raw materials:

(-)-menthoxy-N-(4-ethynylphenyl)carboxamide