3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one

Base Information

• Chemical Name: 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one
• CAS No.: 1375467-22-3
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.224
• Mol file: 1375467-22-3.mol

Synonyms:3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one

Chemical Property of 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one

There total 3 articles about 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one 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: 90.0%

dimethylenecyclourethane (497-25-6) + 1-ethynyl-3-methoxybenzene (768-70-7) → 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one (1375467-22-3)

Guidance literature:

With copper hydroxide; potassium carbonate; In 1,3,5-trimethyl-benzene; at 100 ℃; for 2h; under 760.051 Torr; air;

DOI:10.1039/c2cc31159c

Reference yield:

dimethylenecyclourethane (497-25-6) + 1-(bromoethynyl)-3-methoxylbenzene (33675-45-5) → 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one (1375467-22-3)

Guidance literature:

With iron(III) chloride hexahydrate; potassium carbonate; 2,3-butane diamine; In toluene; at 90 ℃; for 12h;

DOI:10.1039/d0ob00579g

Reference yield:

1-ethynyl-3-methoxybenzene (768-70-7) → 3-[2-(3-methoxyphenyl)ethynyl]-1,3-oxazolidin-2-one (1375467-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; silver nitrate / acetone / 3 h / 20 °C

2: iron(III) chloride hexahydrate; 2,3-butane diamine; potassium carbonate / toluene / 12 h / 90 °C

With N-Bromosuccinimide; iron(III) chloride hexahydrate; potassium carbonate; silver nitrate; 2,3-butane diamine; In acetone; toluene;

DOI:10.1039/d0ob00579g

upstream raw materials:

dimethylenecyclourethane

1-ethynyl-3-methoxybenzene

1-(bromoethynyl)-3-methoxylbenzene

Downstream raw materials:

3-(6-methoxy-1,2-diphenyl-1,2-dihydroisoquinolin-3-yl)oxazolidin-2-one

3-(8-methoxy-1,2-diphenyl-1,2-dihydroisoquinolin-3-yl)oxazolidin-2-one

3-(2-(3-methoxyphenyl)acetyl)oxazolidin-2-one

Refernces

• 1、 Dutta, Shubham,Gandon, Vincent,Gogoi, Manash Protim,Mallick, Rajendra K.,Prabagar, B.,Sahoo, Akhila K.,Vanjari, Rajeshwer,Yang, Shengwen. "Yb(iii)-catalysedsyn-thioallylation of ynamides". supporting information. p. 7521 - 7524. Retrieved 2021/08/05.
• 2、 Jin, Xiongjie,Yamaguchi, Kazuya,Mizuno, Noritaka. "Heterogeneously catalyzed selective aerobic oxidative cross-coupling of terminal alkynes and amides with simple copper(ii) hydroxide". supporting information; experimental part. p. 4974 - 4976. Retrieved 2012/06/01.