(3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane

Base Information

• Chemical Name: (3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane
• CAS No.: 267668-82-6
• Molecular Formula: C₁₅H₂₀O₂Si
• Molecular Weight: 260.408
• Mol file: 267668-82-6.mol

Synonyms:(3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane

Chemical Property of (3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane

There total 2 articles about (3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane 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: 60.0%

2-(2-bromophenyl)-1,3-dioxolan (34824-58-3) + 3-bromo-1-(trimethylsilyl)-1-propyne (38002-45-8) → (3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane (267668-82-6)

Guidance literature:

2-(2-bromophenyl)-1,3-dioxolan; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

With copper(l) cyanide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.75h; Inert atmosphere; Schlenk technique;

3-bromo-1-(trimethylsilyl)-1-propyne; In tetrahydrofuran; hexane; at 20 ℃; for 6h; Inert atmosphere; Schlenk technique; Cooling;

DOI:10.1002/asia.201801303

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → (3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane (267668-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PTSA

2.1: n-BuLi

2.2: MgBr₂

With n-butyllithium; toluene-4-sulfonic acid; 1.1: Condensation / 2.1: Substitution / 2.2: Grignard reaction / 2.3: Substitution;

DOI:10.1021/ol0056832

Reference yield: 95.0%

(3-(2-(1,3-dioxolan-2-yl)phenyl)prop-1-yn-1-yl)trimethylsilane (267668-82-6) → 2-[3-(trimethylsilyl)prop-2-yn-1-yl]benzaldehyde (267668-90-6)

Guidance literature:

With water; toluene-4-sulfonic acid; In acetone; for 4h; Heating;

DOI:10.1002/1099-0690(200109)2001:17<3313::AID-EJOC3313>3.0.CO;2-E

upstream raw materials:

2-(2-bromophenyl)-1,3-dioxolan

3-bromo-1-(trimethylsilyl)-1-propyne

ortho-bromobenzaldehyde

Downstream raw materials:

2-[2-(prop-2-ynyl)phenyl]-1,3-dioxolane

2-[3-(trimethylsilyl)prop-2-yn-1-yl]benzaldehyde

{[2'-(3-bromoprop-2-ynyl)phenyl]methylene}methylamine N-oxide

methyl{[2'-(3-trimethylsilylprop-2-ynyl)phenyl]methylene}amine N-oxide