methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate

Base Information

• Chemical Name: methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate
• CAS No.: 1420837-03-1
• Molecular Formula: C₁₅H₁₈O₂Si
• Molecular Weight: 258.392
• Mol file: 1420837-03-1.mol

Synonyms:methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate

Chemical Property of methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate

There total 6 articles about methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate 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: 77.0%

methyl (E)-4-bromocinnamate (3650-78-0,84878-00-2,71205-17-9) + trimethylsilylacetylene (1066-54-2) → methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate (1420837-03-1)

Guidance literature:

With copper(l) iodide; sodium tetrachloropalladate(II); N,N,N,N,-tetramethylethylenediamine; di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; In water; at 70 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/jm301470a

Reference yield: 69.0%

Methyl diethylphosphonoacetate (1067-74-9) + 4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0) → methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate (1420837-03-1)

Guidance literature:

Methyl diethylphosphonoacetate; With lithium chloride; In tetrahydrofuran; at 0 ℃; for 0.25h;

4-[(trimethylsilyl)ethynyl]bezaldehyde; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

4-iodobenzenediazonium tetrafluoroborate (1514-50-7) → methyl (2E)-3-4-[2-(trimethylsilyl)ethynyl]phenylprop-2-enoate (1420837-03-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; calcium carbonate / methanol / 1.5 h / 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) iodide / 20 °C / Schlenk technique; Sonication; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium diacetate; triethylamine; calcium carbonate; In methanol;

upstream raw materials:

methyl (E)-4-bromocinnamate

trimethylsilylacetylene

4-iodobenzenediazonium tetrafluoroborate

p-aminoiodobenzene

Downstream raw materials:

methyl (2E)-3-(4-ethynylphenyl)prop-2-enoate

(E)-methyl 3-(4-(o-tolylethynyl)phenyl)acrylate

C₁₈H₁₄O₂