(Z)-2-(phenyldimethylsilyl)but-2-en-1-ol

Base Information

• Chemical Name: (Z)-2-(phenyldimethylsilyl)but-2-en-1-ol
• CAS No.: 320618-65-3
• Molecular Formula: C₁₂H₁₈OSi
• Molecular Weight: 206.36
• Mol file: 320618-65-3.mol

Synonyms:(Z)-2-(phenyldimethylsilyl)but-2-en-1-ol

Chemical Property of (Z)-2-(phenyldimethylsilyl)but-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-(phenyldimethylsilyl)but-2-en-1-ol

There total 2 articles about (Z)-2-(phenyldimethylsilyl)but-2-en-1-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: 92.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + E-1-iodo-1-(dimethylphenylsilyl)propene (101150-39-4) → (Z)-2-(phenyldimethylsilyl)but-2-en-1-ol (320618-65-3)

Guidance literature:

E-1-iodo-1-(dimethylphenylsilyl)propene; With diisobutylaluminium hydride; In diethyl ether; for 1h; Heating;

With methyllithium; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

formaldehyd; In tetrahydrofuran; diethyl ether; at 20 ℃; for 14h; Further stages.;

DOI:10.1021/jo0056343

Reference yield:

methyl propargyl alcohol (764-01-2) + Dimethylphenylsilane (766-77-8) → (Z)-3-(dimethylphenylsilyl)but-2-en-1-ol (151710-66-6) + (Z)-2-(phenyldimethylsilyl)but-2-en-1-ol (320618-65-3)

Guidance literature:

Grubbs catalyst first generation; at 60 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1016/j.tetlet.2004.11.025

Reference yield: 100.0%

(Z)-2-(phenyldimethylsilyl)but-2-en-1-ol (320618-65-3) → (Z)-2-(phenyldimethylsilyl)but-2-enal

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b207295e

upstream raw materials:

formaldehyd

E-1-iodo-1-(dimethylphenylsilyl)propene

methyl propargyl alcohol

Dimethylphenylsilane

Downstream raw materials:

1-bromo-2-(dimethylphenylsilanyl)but-2(E)-ene

(Z)-N,N-dimethyl-{N-tert-butoxycarbonyl-N-[2-(phenyldimethylsilyl)but-2-enyl]amino}acetamide