2-Propenoic acid, 2-iodo-3-phenyl-, ethyl ester, (2Z)-

Base Information

• Chemical Name: 2-Propenoic acid, 2-iodo-3-phenyl-, ethyl ester, (2Z)-
• CAS No.: 201221-74-1
• Molecular Formula: C11H11IO2
• Molecular Weight: 302.112
• Mol file: 201221-74-1.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 2-iodo-3-phenyl-, ethyl ester, (2Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 2-iodo-3-phenyl-, ethyl ester, (2Z)-

There total 11 articles about 2-Propenoic acid, 2-iodo-3-phenyl-, ethyl ester, (2Z)- 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: 68.0%

3-ethoxy-1-phenyl-prop-2-yn-1-ol (99865-03-9) → (Z)-2-iodo-3-phenylacrylic acid ethyl ester (201221-74-1)

Guidance literature:

With iodine; potassium carbonate; In toluene; at 20 ℃; for 10h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol502224s

Reference yield:

benzaldehyde (100-52-7) → ethyl 3-phenyl-2-propenoate (103-36-6) + (Z)-2-iodo-3-phenylacrylic acid ethyl ester (201221-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / -78 - 0 °C

2: iodine / dichloromethane / 0.5 h / 20 °C

With n-butyllithium; iodine; In dichloromethane; 2: |Meyer-Schuster Rearrangement;

DOI:10.1021/ol502224s

Reference yield:

3-ethoxy-1-phenyl-prop-2-yn-1-ol (99865-03-9) → ethyl 3-phenyl-2-propenoate (103-36-6) + (Z)-2-iodo-3-phenylacrylic acid ethyl ester (201221-74-1)

Guidance literature:

With iodine; In dichloromethane; at 20 ℃; for 0.5h; Temperature; Solvent; Reagent/catalyst; Overall yield = 68 %; Catalytic behavior;

DOI:10.1021/ol502224s

upstream raw materials:

1-(2-ethoxycarbonyl-2-iodo-1-phenylethyl)-5-phenyltetrazole

benzaldehyde

(Ethoxycarbonyliodomethyl)triphenylphosphonium iodide

ethyl 3-phenylglycidate

Downstream raw materials:

cis-EtO₂C-C[PdI(PPh₃)2]=CHPh

trans-EtO₂C-C[PdI(PPh₃)2]=CHPh

C₁₄H₁₇IO₂

(Z)-2-iodo-3-phenylprop-2-en-1-ol