diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate

Base Information

• Chemical Name: diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate
• CAS No.: 1333238-00-8
• Molecular Formula: C₂₆H₃₀O₆
• Molecular Weight: 438.521
• Mol file: 1333238-00-8.mol

Synonyms:diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate

Chemical Property of diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate

There total 4 articles about diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate 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: 60.0%

C24H26O6 + ethyl iodide (75-03-6) → diethyl 2,3-bis-(4-methoxy-α-phenylethylidene)succinate + diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate (1333238-00-8)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; acetone; for 15h; Reflux;

DOI:10.1016/j.tetasy.2011.06.007

Reference yield:

ethyl (α-(4-methoxy-phenyl)ethylidene)succinate (1333238-20-2) → diethyl 2,3-bis-(4-methoxy-α-phenylethylidene)succinate + diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate (1333238-00-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 10 h / Reflux; Inert atmosphere

2: potassium tert-butylate / toluene / 0.5 h / 20 °C / Inert atmosphere

3: potassium carbonate / dimethyl sulfoxide; acetone / 15 h / Reflux

With sulfuric acid; potassium tert-butylate; potassium carbonate; In dimethyl sulfoxide; acetone; toluene; 2: Stobbe condensation;

DOI:10.1016/j.tetasy.2011.06.007

Reference yield:

diethyl (4-methoxy-α-phenylethylidene)succinate (1333237-99-2) → diethyl 2,3-bis-(4-methoxy-α-phenylethylidene)succinate + diethyl (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinate (1333238-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / toluene / 0.5 h / 20 °C / Inert atmosphere

2: potassium carbonate / dimethyl sulfoxide; acetone / 15 h / Reflux

With potassium tert-butylate; potassium carbonate; In dimethyl sulfoxide; acetone; toluene; 1: Stobbe condensation;

DOI:10.1016/j.tetasy.2011.06.007

upstream raw materials:

ethyl iodide

ethyl (α-(4-methoxy-phenyl)ethylidene)succinate

diethyl (4-methoxy-α-phenylethylidene)succinate

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

(E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinic anhydride

C₂₇H₂₉NO₅