8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.0^2,6]undecane-4,9-dione

Base Information

• Chemical Name: 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.0^2,6]undecane-4,9-dione
• CAS No.: 859224-84-3
• Molecular Formula: C₂₁H₁₇BrO₆
• Molecular Weight: 445.266

Synonyms:8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.0^2,6]undecane-4,9-dione

Chemical Property of 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.0^2,6]undecane-4,9-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.0^2,6]undecane-4,9-dione

There total 7 articles about 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.0^2,6]undecane-4,9-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:

4'-bromo-3-bromomethyl-biphenyl (859224-82-1) + (3aS,4R,7R,8aR)-7-hydroxytetrahydro-4,7-methano[1,3]dioxolo[4,5-c]oxepine-2,6(4H)-dione (859224-74-1) → 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.02,6]undecane-4,9-dione (859224-84-3)

Guidance literature:

4'-bromo-3-bromomethyl-biphenyl; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

(3aS,4R,7R,8aR)-7-hydroxytetrahydro-4,7-methano[1,3]dioxolo[4,5-c]oxepine-2,6(4H)-dione; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/jm050049l

Reference yield:

4'-bromo-[1,1'-biphenyl]-3-carbaldehyde (400748-59-6) → 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.02,6]undecane-4,9-dione (859224-84-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BH₃ / tetrahydrofuran

2.1: Ph₃PBr₂ / CH₂Cl₂ / 4 h

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: dimethylformamide / 1.5 h / 0 - 20 °C

With borane; sodium hydride; triphenylphosphine dibromide 1:1 addition complex; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050049l

Reference yield:

(4'-bromo-biphenyl-3-yl)-methanol → 8-(4'-bromobiphenyl-3-ylmethoxy)-3,5,10-trioxatricyclo[6.2.1.02,6]undecane-4,9-dione (859224-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Ph₃PBr₂ / CH₂Cl₂ / 4 h

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: dimethylformamide / 1.5 h / 0 - 20 °C

With sodium hydride; triphenylphosphine dibromide 1:1 addition complex; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050049l

upstream raw materials:

4'-bromo-3-bromomethyl-biphenyl

(3aS,4R,7R,8aR)-7-hydroxytetrahydro-4,7-methano[1,3]dioxolo[4,5-c]oxepine-2,6(4H)-dione

4'-bromo-[1,1'-biphenyl]-3-carbaldehyde

1,4-bromoiodobenzene

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