(2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate

Base Information

• Chemical Name: (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate
• CAS No.: 909731-05-1
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.301
• Mol file: 909731-05-1.mol

Synonyms:(2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate

Chemical Property of (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate

There total 3 articles about (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate 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: 37.0%

[((2E,4E)-Hexa-2,4-dienyl)oxycarbonylmethyl]-triphenyl-phosphonium; bromide + 2,2-dihydroxy-1-phenyl-ethanone (1075-06-5) → (2'E,4'E)-hexa-2',4'-dien-1'-yl (2Z)-4-phenyl-4-oxo-2-butenoate + (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate (909731-05-1)

Guidance literature:

With triethylamine; In methanol; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2006.06.039

Reference yield:

(2E,4E)-hexa-2,4-dien-1-yl α-bromoacetate (909731-01-7) → (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate (909731-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 12 h / 20 °C

2: 37 percent / Et₃N / methanol / 0.5 h / 0 °C

With triethylamine; In methanol; acetonitrile;

DOI:10.1016/j.tet.2006.06.039

Reference yield:

Sorbyl alcohol (17102-64-6) → (2'E,4'E)-hexa-2',4'-dien-1'-yl (2E)-4-phenyl-4-oxo-2-butenoate (909731-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3.5 h / 0 - 20 °C

2: acetonitrile / 12 h / 20 °C

3: 37 percent / Et₃N / methanol / 0.5 h / 0 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2006.06.039

upstream raw materials:

2,2-dihydroxy-1-phenyl-ethanone

(2E,4E)-hexa-2,4-dien-1-yl α-bromoacetate

Sorbyl alcohol