Ethynamine, 2-phenyl-N-[1-phenyl-3-[tris(1-methylethyl)silyl]-2-propynylidene]-

Base Information

• Chemical Name: Ethynamine, 2-phenyl-N-[1-phenyl-3-[tris(1-methylethyl)silyl]-2-propynylidene]-
• CAS No.: 503595-96-8
• Molecular Formula: C26H31NSi
• Molecular Weight: 385.624
• Mol file: 503595-96-8.mol

Synonyms:

Chemical Property of Ethynamine, 2-phenyl-N-[1-phenyl-3-[tris(1-methylethyl)silyl]-2-propynylidene]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethynamine, 2-phenyl-N-[1-phenyl-3-[tris(1-methylethyl)silyl]-2-propynylidene]-

There total 4 articles about Ethynamine, 2-phenyl-N-[1-phenyl-3-[tris(1-methylethyl)silyl]-2-propynylidene]- 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: 26.0%

phenylacetylene (536-74-3) + 1-phenyl-3-(triisopropylsilyl)prop-2-yn-1-one oxime mesylate (503595-87-7) → Phenylethynyl-[1-phenyl-3-triisopropylsilanyl-prop-2-yn-(Z)-ylidene]-amine (503595-96-8)

Guidance literature:

phenylacetylene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.333333h;

With copper(l) iodide; In diethyl ether; hexane; at -40 - 20 ℃;

1-phenyl-3-(triisopropylsilyl)prop-2-yn-1-one oxime mesylate; In diethyl ether; hexane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo0267192

Reference yield:

tris-iso-propylsilyl acetylene (89343-06-6) → Phenylethynyl-[1-phenyl-3-triisopropylsilanyl-prop-2-yn-(Z)-ylidene]-amine (503595-96-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 87 percent / triethylamine / cuprous iodide / 30 h / 20 °C

2.1: 77 percent / hydroxylamine hydrochloride; sodium acetate / ethanol / 240 h / 20 °C

3.1: 78 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: butyllithium / diethyl ether; hexane / 0.33 h / -78 °C

4.2: cuprous iodide / diethyl ether; hexane / -40 - 20 °C

4.3: 26 percent / diethyl ether; hexane / 3 h / 0 - 20 °C

With pyridine; n-butyllithium; hydroxylamine hydrochloride; sodium acetate; triethylamine; copper(l) iodide; In diethyl ether; ethanol; hexane; dichloromethane;

DOI:10.1021/jo0267192

Reference yield:

3-(tri(isopropyl)silyl)-1-phenylprop-2-yn-1-one (503595-76-4) → Phenylethynyl-[1-phenyl-3-triisopropylsilanyl-prop-2-yn-(Z)-ylidene]-amine (503595-96-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 77 percent / hydroxylamine hydrochloride; sodium acetate / ethanol / 240 h / 20 °C

2.1: 78 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: butyllithium / diethyl ether; hexane / 0.33 h / -78 °C

3.2: cuprous iodide / diethyl ether; hexane / -40 - 20 °C

3.3: 26 percent / diethyl ether; hexane / 3 h / 0 - 20 °C

With pyridine; n-butyllithium; hydroxylamine hydrochloride; sodium acetate; In diethyl ether; ethanol; hexane; dichloromethane;

DOI:10.1021/jo0267192

upstream raw materials:

phenylacetylene

1-phenyl-3-(triisopropylsilyl)prop-2-yn-1-one oxime mesylate

tris-iso-propylsilyl acetylene

3-(tri(isopropyl)silyl)-1-phenylprop-2-yn-1-one

Downstream raw materials:

(Z)-2,5-diphenylpent-2-en-4-ynenitrile

Phenylethynyl-[1-phenyl-prop-2-yn-(Z)-ylidene]-amine