![](/CAS/GIF/4688-76-0.gif)
2-BIPHENYLBORONIC ACID synthesis
- Product Name:2-BIPHENYLBORONIC ACID
- CAS Number:4688-76-0
- Molecular formula:C12H11BO2
- Molecular Weight:198.03
![Methanol](/CAS/GIF/67-56-1.gif)
67-56-1
739 suppliers
$9.00/25ml
![BORANE-DIISOPROPYLAMINE](/CAS/20211123/GIF/55124-35-1.gif)
55124-35-1
23 suppliers
$60.00/100mg
![2-Bromobiphenyl](/CAS/GIF/2052-07-5.gif)
2052-07-5
382 suppliers
$16.30/1g
![2-BIPHENYLBORONIC ACID](/CAS/GIF/4688-76-0.gif)
4688-76-0
323 suppliers
$6.00/250mg
Yield:4688-76-0 94%
Reaction Conditions:
Stage #1: diisopropylamine boranewith magnesium;phenylmagnesium bromide in tetrahydrofuran at 20; for 0.166667 h;
Stage #2: 2-Bromobiphenyl in tetrahydrofuran at 70;
Stage #3: methanolFurther stages;
Steps:
PhMgBr dehydrogenation followed by the addition under Barbier conditions (procedure B)
General procedure: To a solution in THF (4 mL) of DIPAB (863 mg, 7.5 mmol) and Mg (182 mg, 7.5 mmol) were added a PhMgBr 1M THF solution (375 μL, 375μmol) at room temperature. After 10 min, 30 mL of anhydrous THF were added followed by the arylbromide (5 mmol). The reaction mixture was cooled down to 0 °C and quenched slowly with 7 mL of MeOH. After 1h, volatile were removed under reduced pressure and the resulting solid was dissolved in 1N HCl/MeOH (7/3). After 1h at room temperature, 100 mL of AcOEt were added, the organic phase was washed with 1N HCl (30 mL) and brine (3×30 mL). Organic phases were concentrated under reduced pressure yielding a solid which was recrystallized from H2O.
References:
Marciasini, Ludovic D.;Richard, Jimmy;Cacciuttolo, Bastien;Sartori, Guillaume;Birepinte, Melodie;Chabaud, Laurent;Pinet, Sandra;Pucheault, Mathieu [Tetrahedron,2019,vol. 75,# 2,p. 164 - 171]
![Trimethyl borate](/CAS/GIF/121-43-7.gif)
121-43-7
346 suppliers
$14.00/25mL
![2-Bromobiphenyl](/CAS/GIF/2052-07-5.gif)
2052-07-5
382 suppliers
$16.30/1g
![2-BIPHENYLBORONIC ACID](/CAS/GIF/4688-76-0.gif)
4688-76-0
323 suppliers
$6.00/250mg
![2-Bromobiphenyl](/CAS/GIF/2052-07-5.gif)
2052-07-5
382 suppliers
$16.30/1g
![2-BIPHENYLBORONIC ACID](/CAS/GIF/4688-76-0.gif)
4688-76-0
323 suppliers
$6.00/250mg
![Trimethyl borate](/CAS/GIF/121-43-7.gif)
121-43-7
346 suppliers
$14.00/25mL
![2-Bromobiphenyl](/CAS/GIF/2052-07-5.gif)
2052-07-5
382 suppliers
$16.30/1g
![Water](/CAS/GIF/7732-18-5.gif)
7732-18-5
463 suppliers
$13.50/100ML
![2-BIPHENYLBORONIC ACID](/CAS/GIF/4688-76-0.gif)
4688-76-0
323 suppliers
$6.00/250mg
![Phenylboronic acid](/CAS/GIF/98-80-6.gif)
98-80-6
712 suppliers
$5.00/5g
![2-BIPHENYLBORONIC ACID](/CAS/GIF/4688-76-0.gif)
4688-76-0
323 suppliers
$6.00/250mg