ethyl (trans-styryl)phosphinate

Base Information

• Chemical Name: ethyl (trans-styryl)phosphinate
• CAS No.: 33817-97-9
• Molecular Formula: C₁₀H₁₃O₂P
• Molecular Weight: 196.186
• Mol file: 33817-97-9.mol

Synonyms:ethyl (trans-styryl)phosphinate

Chemical Property of ethyl (trans-styryl)phosphinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (trans-styryl)phosphinate

There total 5 articles about ethyl (trans-styryl)phosphinate 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%

3-aminopropyltriethoxysilane (919-30-2,29159-37-3) + phenylacetylene (536-74-3) → ethyl (trans-styryl)phosphinate (33817-97-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hypophosphorous acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In acetonitrile; for 12h; stereoselective reaction; Reflux;

DOI:10.1016/j.jorganchem.2010.08.018

Reference yield:

diethoxy dimethylsilane (78-62-6) + phenylacetylene (536-74-3) → ethyl (1-phenyl-vinyl)phosphinate + ethyl (trans-styryl)phosphinate (33817-97-9)

Guidance literature:

diethoxy dimethylsilane; With hypophosphorous acid; In acetonitrile; for 2h; Heating;

phenylacetylene; nickel dichloride; In acetonitrile; for 6h; Heating;

DOI:10.1021/jo050096l

Reference yield:

phenylacetylene (536-74-3) → (Z)-ethyl(styryl)phosphinate (1309646-12-5) + ethyl (trans-styryl)phosphinate (33817-97-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / -78 - 0 °C

1.2: 0.17 h / -78 °C

1.3: -78 - 20 °C

2.1: diisobutylaluminium hydride / hexanes / 4 h / 50 °C / Inert atmosphere

3.1: ethanol / 96 h / Reflux

With ethanol; sec.-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; hexanes; cyclohexane;

DOI:10.1021/ol2010374

upstream raw materials:

diethoxy dimethylsilane

phenylacetylene

3-aminopropyltriethoxysilane

diethyl phenylethynylphosphoniteborane