ChemicalBook CAS DataBase List Benzothiophene-3-boronic acid

Benzothiophene-3-boronic acid synthesis

4synthesis methods

Product Name:Benzothiophene-3-boronic acid
CAS Number:113893-08-6
Molecular formula:C8H7BO2S
Molecular Weight:178.02

7342-82-7 Synthesis

7342-82-7
181 suppliers
$5.00/1g

5419-55-6
363 suppliers
$12.00/5g

113893-08-6
223 suppliers
$8.00/250mg

Yield:113893-08-6 83%

Reaction Conditions:

Stage #1:3-Bromothianaphthene with n-butyllithium in tetrahydrofuran;hexane at -60; for 1 h;Inert atmosphere;
Stage #2:Triisopropyl borate in tetrahydrofuran;hexane for 1 h;Inert atmosphere;

Steps:

9
Under a nitrogen atmosphere, 100 ml of THF was added to 10 g (47 mmol) of 3-bromobenzothiophene and cooled to - 60°C, 36 ml of a hexane solution of n-butyllithium (1.57 mol/l was added dropwise, and the mixture was stirred for 1 hour. Then, 13.3 g (71 mmol) of triiospropyl borate was added and the stirring was continued for 1 hour. The reaction solution was returned to room temperature and 50 ml of a saturated aqueous solution of ammonium chloride and 100 ml of toluene were added. The organic layer was washed with distilled water (3×100 ml) and dried over anhydrous magnesium sulfate, the magnesium sulfate was separated by filtration, the solvent was distilled off under reduced pressure, and Intermediate B-1 weighing 6.9 g (39 mmol, 83% yield) was obtained

References:

Nippon Steel & Sumikin Chemical Co., Ltd.;HOTTA Masanori;SAWADA Yuichi;KAWADA Atsushi;JIKUMARU Masana;MATSUMOTO Megumi EP2617724, 2013, A1 Location in patent:Paragraph 0162; 0163

FullText

7342-82-7 Synthesis

7342-82-7
181 suppliers
$5.00/1g