rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone

Base Information

• Chemical Name: rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone
• CAS No.: 1265558-48-2
• Molecular Formula: C₁₅H₁₇N₃O₂
• Molecular Weight: 271.319
• Mol file: 1265558-48-2.mol

Synonyms:rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone

Chemical Property of rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone

There total 2 articles about rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone 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-bromocyclohexanone (1056477-06-5,822-85-5) + 4-methoxyphenylacetylen (768-60-5) → rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone (1265558-48-2)

Guidance literature:

With copper(l) iodide; sodium azide; In water; at 27 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03334

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone (1265558-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; toluene-4-sulfonic acid / dichloromethane / 4 h / 0 °C / Inert atmosphere; Reflux

2: sodium azide; copper(l) iodide / water / 2 h / 27 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; sodium azide; toluene-4-sulfonic acid; In dichloromethane; water;

DOI:10.1021/acs.orglett.6b03334

Reference yield:

rac-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanone (1265558-48-2) → (1S,2R)-2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanol + 2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)cyclohexanol

Guidance literature:

With formic acid; N-[(1R,2R)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; triethylamine; In dichloromethane; at 27 ℃; for 6h; Overall yield = 96 %; Overall yield = 131 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03334

upstream raw materials:

2-bromocyclohexanone

4-methoxyphenylacetylen

cyclohexanone