dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde

Base Information

• Chemical Name: dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde
• CAS No.: 400750-97-2
• Molecular Formula: C₁₅H₁₃BrO₂
• Molecular Weight: 305.171
• Mol file: 400750-97-2.mol

Synonyms:dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde

Chemical Property of dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde

Chemical Property:

Purity/Quality:

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Technology Process of dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde

There total 1 articles about dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde 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: 95.0%

2′-bromo-[1,1′-biphenyl]-2-carbaldehyde (75295-62-4) + ethylene glycol (107-21-1) → dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde (400750-97-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Reflux; Inert atmosphere;

DOI:10.1002/ejic.201100466

Reference yield: 88.0%

pentacarbonyl(acetonitrile)tungsten (15096-68-1) + dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde (400750-97-2) + 1-cyano-3, 4-dimethylphosphole (115076-24-9) → C6H4(C6H4(P(W(CO)5)(CHC(CH3))2))(CHOC2H4O) (1350570-44-3)

Guidance literature:

With C₄H₉Li; In tetrahydrofuran; N2, Schlenk technique; to soln. of dioxolane C4H9Li added (-78 °C), stirred (10 min), soln. of phosphole added, warmed (room temp.), stirred (2 h), solvent removed, chromy. (CH2Cl2), soln. of W(CO)5(NCCH3) added, stirred (50 °C, 2 h); solvent evapd., chromy. (silica gel, petroleum ether/CH2Cl2 1:1);

DOI:10.1002/ejic.201100466

Reference yield:

dioxolane derivative of 2-bromobiphenyl-2'-carbaldehyde (400750-97-2) → C6H4(C6H4(P(W(CO)5)(CHCCH3CCO2CH3)2))(COH) (1350570-47-6)

Guidance literature:

Multi-step reaction with 3 steps

1: C₄H₉Li / tetrahydrofuran

2: neat (no solvent)

3: p-toluenesulfonic acid / dichloromethane

With C₄H₉Li; p-toluenesulfonic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejic.201100466

upstream raw materials:

2′-bromo-[1,1′-biphenyl]-2-carbaldehyde

ethylene glycol

Downstream raw materials:

C₆H₄(C₆H₄(P(W(CO)5)(CHC(CH₃))2))(CHOC₂H₄O)

(OC)5WP(OC₂H₄OCH)((C₆H₄)2)

C₆H₄(C₆H₄(P(W(CO)5)(CHCCH₃CCO₂CH₃)2))(CHOC₂H₄O)

C₆H₄(C₆H₄(P(W(CO)5)(CHCCH₃CCO₂CH₃)2))(COH)

Refernces