(Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid

Base Information

• Chemical Name: (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid
• CAS No.: 143551-94-4
• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.365
• Mol file: 143551-94-4.mol

Synonyms:(Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid

Chemical Property of (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid

There total 27 articles about (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid 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: 98.0%

methyl (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionate (143551-93-3) → (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid (143551-94-4)

Guidance literature:

With potassium hydroxide;

DOI:10.1016/S0040-4039(00)74692-2

Reference yield:

4-chlorobenzonitrile (100-00-5) → (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid (143551-94-4)

Guidance literature:

Multi-step reaction with 9 steps

2: 80 percent / pyridine, piperidine

3: 85 percent / H₂ / 10 percent Pd/C

4: H₂SO₄, NaNO₂ / 5 °C

5: KI

6: 96 percent / K₂CO₃ / acetone

7: 56 percent / (PPh₃)2PdCl₂, CuI, Et₃N

8: 95 percent / H₂ / Pd-CaCO₃

9: 98 percent / 10 percent aq. methanolic KOH

With piperidine; pyridine; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; sulfuric acid; hydrogen; potassium carbonate; triethylamine; potassium iodide; sodium nitrite; palladium on activated charcoal; Lindlar's catalyst; In acetone;

DOI:10.1016/S0040-4039(00)74692-2

Reference yield:

isovanillin (621-59-0) → (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid (143551-94-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 86 percent / pyridinium-4-toluenesulphonate / benzene / Heating

2: 93 percent / K₂CO₃, CuO / pyridine / Heating

3: 1) P(C₆H₅)3 / 1) CH₂Cl₂, -10 deg C, 10 min, 2) 10 min

4: 1) n-C₄H₉Li / 1) THF, hexane, -78 deg C, 0.5 h, 2) ambient temperature, 6 h

5: 89 percent / pyridinium-4-toluenesulphonate / acetone; H₂O / 4 h / Heating

6: 100 percent / benzene / 2 h / Heating

7: 96 percent / magnesium / 2.5 h / 10 °C

8: 87.5 percent / H₂ / Lindlar catalyst poisoned with quinoline / methanol

9: 95 percent / aq. LiOH / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

With lithium hydroxide; n-butyllithium; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; magnesium; triphenylphosphine; copper(II) oxide; Lindlar's catalyst poisoned with quinoline; In pyridine; methanol; 1,2-dimethoxyethane; water; acetone; benzene;

DOI:10.1080/00397919608003541

upstream raw materials:

methyl (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionate

isovanillin

4-bromo-benzaldehyde

methyl-3-<4-methoxy-<3-<4-(2-(hydroxymethyl)ethynyl)phenoxy>phenyl>>propanoate