Benzoic acid, 4-(4-phenyl-1,3-butadienyl)-, methyl ester, (E,E)-

Base Information

• Chemical Name: Benzoic acid, 4-(4-phenyl-1,3-butadienyl)-, methyl ester, (E,E)-
• CAS No.: 89510-60-1
• Molecular Formula: C18H16O2
• Molecular Weight: 264.324
• Mol file: 89510-60-1.mol

Synonyms:

Chemical Property of Benzoic acid, 4-(4-phenyl-1,3-butadienyl)-, methyl ester, (E,E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-(4-phenyl-1,3-butadienyl)-, methyl ester, (E,E)-

There total 8 articles about Benzoic acid, 4-(4-phenyl-1,3-butadienyl)-, methyl ester, (E,E)- 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: 75.0%

methyl 4-iodobenzoate (619-44-3) + ((1E,3E)-4-bromobuta-1,3-dienyl)benzene (188802-38-2) → all-trans-1--4-phenyl-1,3-butadiene (89510-60-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 4,4'-di-tert-butyl-2,2'-bipyridine; lithium chloride; magnesium chloride; zinc; In tetrahydrofuran; at 0 - 20 ℃; for 15h; chemoselective reaction; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201607959

Reference yield: 72.0%

(E)-buta-1,3-dienylbenzene (16939-57-4) + 4-methoxycarbonylphenyl bromide (619-42-1) → all-trans-1--4-phenyl-1,3-butadiene (89510-60-1)

Guidance literature:

With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine; at 100 ℃; for 6h;

DOI:10.1021/jo00183a029

Reference yield: 55.0%

methyl 4-vinylbenzoate (1076-96-6) + (E)-6-phenyl-12-styryl-5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine → all-trans-1--4-phenyl-1,3-butadiene (89510-60-1) + 1,4-diphenyl-1,3-butadiene (886-65-7,82598-07-0)

Guidance literature:

With 1,10-Phenanthroline; water; copper diacetate; palladium diacetate; sodium hydrogencarbonate; In dimethyl sulfoxide; at 100 ℃; for 8h; regioselective reaction; Schlenk technique;

DOI:10.1021/acs.orglett.1c01532

upstream raw materials:

(E)-3-phenylpropenal

triphenyl-(4-methoxycarbonylbenzyl)phosphonium chloride

(E)-buta-1,3-dienylbenzene

4-methoxycarbonylphenyl bromide

Downstream raw materials:

3-methyl-5-{4-[4-phenylbuta-1E,3E-dienyl]phenyl}penta-2E,4E-dienal

4-((1E,3E)-4-phenylbuta-1,3-dienyl)benzaldehyde