dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate

Base Information

• Chemical Name: dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate
• CAS No.: 1315550-91-4
• Molecular Formula: C₂₂H₁₆Br₂O₄
• Molecular Weight: 504.175
• Mol file: 1315550-91-4.mol

Synonyms:dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate

Chemical Property of dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate

There total 2 articles about dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate 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: 67.0%

4-bromo-1-ethynylbenzene (766-96-1) + dimethyl acetylenedicarboxylate (762-42-5) → hexamethyl benzenehexacarboxylate (6237-59-8) + dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate (1315550-91-4)

Guidance literature:

4-bromo-1-ethynylbenzene; With Grubbs catalyst first generation; In toluene; Inert atmosphere;

dimethyl acetylenedicarboxylate; In toluene; for 36h; Reflux; Inert atmosphere;

DOI:10.1055/s-0030-1260009

Reference yield:

para-bromoacetophenone (99-90-1) → hexamethyl benzenehexacarboxylate (6237-59-8) + dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate (1315550-91-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate

2.1: water; sodium hydroxide / 1,4-dioxane

3.1: Grubbs catalyst first generation / toluene / Inert atmosphere

3.2: 36 h / Reflux; Inert atmosphere

With Grubbs catalyst first generation; water; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; toluene; 1.1: Vilsmeier reaction;

DOI:10.1055/s-0030-1260009

Reference yield: 68.0%

dimethyl 4,4''-dibromo-1,1':2',1''-terphenyl-4',5'-dicarboxylate (1315550-91-4) + 4-acetylphenylboronic acid (149104-90-5) → 4,4''''-diacetyl-1,1':2',1'';4''',1''''-quinquephenyl-4'',5''-dicarboxylic acid (1315550-95-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In tetrahydrofuran; toluene; at 90 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-0030-1260009

upstream raw materials:

4-bromo-1-ethynylbenzene

dimethyl acetylenedicarboxylate

para-bromoacetophenone

Downstream raw materials:

4,4''''-dimethoxy-1,1':2',1'';4''',1''''-quinquephenyl-4'',5''-dicarboxylic acid

4,4''''-diformyl-1,1':2',1'';4''',1''''-quinquephenyl-4'',5''-dicarboxylic acid

4,4''''-diacetyl-1,1':2',1'';4''',1''''-quinquephenyl-4'',5''-dicarboxylic acid