tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate

Base Information

• Chemical Name: tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate
• CAS No.: 1432477-39-8
• Molecular Formula: C₄₀H₄₂O₈
• Molecular Weight: 650.769
• Mol file: 1432477-39-8.mol

Synonyms:tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate

Chemical Property of tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate

There total 3 articles about tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate 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%

4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2) + tetraethyl 4,8-dibromo-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate (695231-12-0) → tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate (1432477-39-8)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In tetrahydrofuran; water; at 40 ℃; for 22h; Inert atmosphere;

DOI:10.1002/chem.201200716

Reference yield:

1,4-dibromo-2,3,5,6-tetrakis(bromomethyl)benzene (36711-70-3) → tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate (1432477-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethanolate / ethanol / Reflux

2: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / water; tetrahydrofuran / 22 h / 40 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; sodium ethanolate; palladium diacetate; In tetrahydrofuran; ethanol; water; 2: |Suzuki-Miyaura Coupling;

DOI:10.1002/chem.201200716

Reference yield:

diethyl malonate (105-53-3) → tetraethyl 4,8-bis(styryl)-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate (1432477-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethanolate / ethanol / Reflux

2: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / water; tetrahydrofuran / 22 h / 40 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; sodium ethanolate; palladium diacetate; In tetrahydrofuran; ethanol; water; 2: |Suzuki-Miyaura Coupling;

DOI:10.1002/chem.201200716

upstream raw materials:

1,4-dibromo-2,3,5,6-tetrakis(bromomethyl)benzene

4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane

tetraethyl 4,8-dibromo-1,2,3,5,6,7-hexahydro-s-indacene-2,2,6,6-tetracarboxylate

diethyl malonate