1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol

Base Information

• Chemical Name: 1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol
• CAS No.: 860806-33-3
• Molecular Formula: C₁₆H₂₁NOSi
• Molecular Weight: 271.434
• Mol file: 860806-33-3.mol

Synonyms:1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol

Chemical Property of 1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol

There total 1 articles about 1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol 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: 80.0%

3-(trimethylsilyl)prop-2-yn-1-al (2975-46-4) + 4-ethynyl-N,N-dimethylaniline (17573-94-3,752235-18-0) → 1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol (860806-33-3)

Guidance literature:

4-ethynyl-N,N-dimethylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -15 ℃; for 0.25h;

3-(trimethylsilyl)prop-2-yn-1-al; In tetrahydrofuran; hexane; at -15 ℃; for 2h;

DOI:10.1002/chem.200500082

Reference yield: 84.0%

1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol (860806-33-3) → 1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-one (616872-57-2)

Guidance literature:

With manganese(IV) oxide; In diethyl ether; at 20 ℃; for 14h;

DOI:10.1002/chem.200500082

Reference yield:

1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol (860806-33-3) → 2-[1-(4-dimethylamino-phenylethynyl)-penta-2,4-diynylidene]-malononitrile (920530-70-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / MnO₂ / diethyl ether / 14 h / 20 °C

2: 77 percent / Al₂O₃ / CH₂Cl₂ / 1 h / Heating

3: MeOH / tetrahydrofuran / 1 h / 20 °C

4: 7.6 mg / CuI; TMEDA / 0.33 h / 20 °C

5: MeOH / tetrahydrofuran / 0.5 h / 20 °C

With methanol; manganese(IV) oxide; aluminum oxide; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2: Knoevenagel reaction;

DOI:10.1002/chem.200500082

upstream raw materials:

3-(trimethylsilyl)prop-2-yn-1-al

4-ethynyl-N,N-dimethylaniline

Downstream raw materials:

1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-one

2-[1-(4-dimethylamino-phenylethynyl)-penta-2,4-diynylidene]-malononitrile

2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile

2-[3-(4-dimethylamino-phenyl)-1-ethynyl-prop-2-ynylidene]-malononitrile