Phenol, 2-(phenylethynyl)-, acetate

Base Information

• Chemical Name: Phenol, 2-(phenylethynyl)-, acetate
• CAS No.: 183589-09-5
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• Mol file: 183589-09-5.mol

Synonyms:

Chemical Property of Phenol, 2-(phenylethynyl)-, acetate

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenol, 2-(phenylethynyl)-, acetate

There total 4 articles about Phenol, 2-(phenylethynyl)-, acetate 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: 100.0%

2-iodophenyl acetate (32865-61-5) + phenylacetylene (536-74-3) → 2-(phenylethynyl)phenyl acetate (183589-09-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 45 ℃; for 19h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja500463p

Reference yield: 55.0%

2-(fluorocarbonyl)phenyl acetate + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → 2-(phenylethynyl)phenyl acetate (183589-09-5)

Guidance literature:

With copper(l) iodide; 1,3-bis-(diphenylphosphino)propane; palladium dichloride; In N,N-dimethyl-formamide; toluene; at 150 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/d0cc03309j

Reference yield: 39.0%

phenylacetylene (536-74-3) + aspirin (50-78-2,98201-60-6) → 2-(phenylethynyl)phenyl acetate (183589-09-5)

Guidance literature:

With copper(l) iodide; bis(diphenylphosphino)propanepalladium(II) dichloride; di-tert-butyl dicarbonate; triethylamine; 1,4-di(diphenylphosphino)-butane; In 1,4-dioxane; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00768

upstream raw materials:

2-iodophenyl acetate

phenylacetylene

o-bromophenyl acetate

1-Phenyl-2-(trimethylsilyl)acetylene

Downstream raw materials:

2-(phenyl)-3-(phenylsulfanyl)benzo[b]furan

2-phenylbenzo[b]furan-3-carbonitrile

2-phenyl-3-bromobenzo[b]furan

3-iodo-2-phenylbenzo[b]furan

Refernces

• 1、 Chen, Qiang,Fu, Liyan,Nishihara, Yasushi. "Palladium/copper-cocatalyzed decarbonylative alkynylation of acyl fluorides with alkynylsilanes: Synthesis of unsymmetrical diarylethynes". supporting information. p. 7977 - 7980. Retrieved 2020/09/09.
• 2、 Morozov, Oleg S.,Lunchev, Andrey V.,Bush, Alexander A.,Tukov, Aleksandr A.,Asachenko, Andrey F.,Khrustalev, Victor N.,Zalesskiy, Sergey S.,Ananikov, Valentine P.,Nechaev, Mikhail S.. "Expanded-ring N-heterocyclic carbenes efficiently stabilize gold(I) cations, leading to high activity in π-acid-catalyzed cyclizations". supporting information. p. 6162 - 6170. Retrieved 2014/05/20.