9-Phenyl-9H-carbazol-3-ylboronic acid synthesis
- Product Name:9-Phenyl-9H-carbazol-3-ylboronic acid
- CAS Number:854952-58-2
- Molecular formula:C18H14BNO2
- Molecular Weight:287.12
1153-85-1
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121-43-7
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7732-18-5
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854952-58-2
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Yield:854952-58-2 90.2%
Reaction Conditions:
Stage #1: 3-bromo-9-phenyl-9H-carbazolewith n-butyllithium in tetrahydrofuran at -78; for 0.5 h;Inert atmosphere;
Stage #2: Trimethyl borate in tetrahydrofuran; for 0.5 h;Inert atmosphere;
Stage #3: waterwith hydrogenchloride in tetrahydrofuran;Inert atmosphere;
Steps:
1-1
2-neck flask (Two neck flask) in a nitrogen atmosphere gave 1-b '(22.4g, 69.5mmol, 1eq) in anhydrous tetrahydrofuran (THF) fully dissolved in 150ml behind a dry ice / acetone bath (dryice / actone with the bath) it was maintained at a temperature of -78 . Here slowly added an n- butyllithium (nBuLi) (27.8ml, 69.5mmol, 1eq) in 2.5M concentration, the input ends and followed by stirring for 30 minutes, B (OMe) 3 (10.8g, 104.25mmol, 1.5eq) It was added dropwise slowly. Followed by stirring for 30 minutes this was added an excess of 1N aqueous hydrochloric acid solution (HCl solution). And the temperature was elevated gradually to room temperature. Out by using the methane extracted (CHCl3) trichlorosilane, by using the organic layer over magnesium sulfate (MgSO4) to remove water. Ethanol (ethanol) by recrystallization to give the compound 1-c '(18g, yield 90.2%).
References:
KR2016/51654,2016,A Location in patent:Paragraph 0244-0245; 0247
1153-85-1
321 suppliers
$7.00/1g
854952-58-2
291 suppliers
$18.50/250mg
1153-85-1
321 suppliers
$7.00/1g
121-43-7
355 suppliers
$14.00/25mL
854952-58-2
291 suppliers
$18.50/250mg
1153-85-1
321 suppliers
$7.00/1g
5419-55-6
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$12.00/5g
854952-58-2
291 suppliers
$18.50/250mg
121-43-7
355 suppliers
$14.00/25mL
502161-03-7
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$6.00/1g
854952-58-2
291 suppliers
$18.50/250mg