(Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione

Base Information

• Chemical Name: (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione
• CAS No.: 144774-54-9
• Molecular Formula: C₁₇H₁₄O₃
• Molecular Weight: 266.296
• Mol file: 144774-54-9.mol

Synonyms:(Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione

Chemical Property of (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione

There total 13 articles about (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione 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: 90.0%

(E)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4- dione (40240-72-0) → (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione (144774-54-9)

Guidance literature:

In hexane; ethyl acetate; at 20 ℃; for 5h; Irradiation;

DOI:10.1021/ol4006344

Reference yield:

phenylacetylene (536-74-3) + 4-methoxyphenylacetylen (768-60-5) → (E)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4- dione (40240-72-0) + (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione (144774-54-9)

Guidance literature:

With 4-(4-cyanophenyl)-2,6-diphenylpyrylium tetrafluoroborate; In ethyl acetate; 1,2-dichloro-ethane; at 20 ℃; for 24h; Overall yield = 62 %; Overall yield = 82.5 mg; stereoselective reaction; Irradiation; Green chemistry;

DOI:10.1021/acs.orglett.6b02926

Reference yield:

2-(4-methoxyphenyl)furan (17113-31-4) → (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione (144774-54-9)

Guidance literature:

Multi-step reaction with 3 steps

1: n-butyllithium / diethyl ether

2: bis-triphenylphosphine-palladium(II) chloride

3: oxygen; 3,7-bis(dimethylamino)phenothiazin-5-ium chloride trihydrate / dichloromethane / 0.08 h / 20 °C / Irradiation

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; 3,7-bis(dimethylamino)phenothiazin-5-ium chloride trihydrate; oxygen; In diethyl ether; dichloromethane; 2: |Suzuki Coupling;

DOI:10.1021/ma3025656

upstream raw materials:

(E)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4- dione

2-dimethylamino-1-(4-methoxy-phenyl)-ethanone

(4-methoxy-phenacyl)-dimethyl-phenacyl-ammonium; bromide

α-bromoacetophenone