Benzothiophene-3-boronic acid synthesis
- Product Name:Benzothiophene-3-boronic acid
- CAS Number:113893-08-6
- Molecular formula:C8H7BO2S
- Molecular Weight:178.02
7342-82-7
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5419-55-6
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113893-08-6
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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
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113893-08-6
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$8.00/250mg
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52732-22-6
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113893-08-6
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$8.00/250mg
95-15-8
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113893-08-6
237 suppliers
$8.00/250mg