2-bromo-1,1'-binaphthyl-2'-boronic acid

Base Information

• Chemical Name: 2-bromo-1,1'-binaphthyl-2'-boronic acid
• CAS No.: 194038-54-5
• Molecular Formula: C₂₀H₁₄BBrO₂
• Molecular Weight: 377.045
• Mol file: 194038-54-5.mol

Synonyms:

Chemical Property of 2-bromo-1,1'-binaphthyl-2'-boronic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-bromo-1,1'-binaphthyl-2'-boronic acid

There total 1 articles about 2-bromo-1,1'-binaphthyl-2'-boronic acid 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: 20.0%

Trimethyl borate (121-43-7,63156-11-6) + 2,2'-dibromo-1,1'-binaphthyl (74866-28-7,86688-08-6,150024-49-0) → 2-bromo-1,1'-binaphthyl-2'-boronic acid (194038-54-5)

Guidance literature:

With n-BuLi; aq. HCl; In tetrahydrofuran; hydrogenchloride; diethyl ether; (inert atmosphere); addn. of n-BuLi to the dibromide in THF at -40°C, stirring (1 h), cooling to -78°C, addn. of B(OMe)3 in THF, warming to room temp. overnight, evapn. (vac.), dissoln. (Et2O), addn. ofaq. HCl; extn. (Et2O), washing (aq. NaHCO3; H2O), drying (Na2SO4), evapn., flash chromy. (SiO2; EtOAc/hexane); elem. anal.;

DOI:10.1002/cber.19971300718

upstream raw materials:

Trimethyl borate

2,2'-dibromo-1,1'-binaphthyl

Refernces