3-Methoxynaphthalene-2-boronic acid synthesis
- Product Name:3-Methoxynaphthalene-2-boronic acid
- CAS Number:104115-76-6
- Molecular formula:C11H11BO3
- Molecular Weight:202.01
5419-55-6
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$12.00/5g
93-04-9
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$13.00/25g
104115-76-6
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$5.00/250mg
Yield:104115-76-6 77 %
Reaction Conditions:
Stage #1: 2-Methoxynaphthalenewith n-butyllithium in tetrahydrofuran at -80 - -70;Inert atmosphere;
Stage #2: Triisopropyl borate in tetrahydrofuran at -80 - 30;
Steps:
1 Example 1Synthesis of 2-methoxy-3-naphthylboronic acid
Add 2-methoxynaphthalene (100g, 0.63mol) and 1.2L THF in a 2L reaction flask,Nitrogen was replaced 3 times, and the temperature of the reaction system was lowered to -80~-70°C.Slowly add n-butyllithium (278.2mL, 2.5N, 0.69mol) dropwise,Control the temperature within -80~-70°C, and continue the heat preservation reaction for 3 hours after the dropwise addition is completed.Slowly added triisopropyl borate (130g, 0.69mol) dropwise,After the dropwise addition is completed, keep the temperature at -80~-70°C for 1 hour, then naturally raise the temperature to 20~30°C and continue the reaction for 4 hours, then cool down the reaction system to -20~-10°C.Slowly add 85 g of concentrated hydrochloric acid to quench the reaction. After the addition is completed, the reaction system is heated to 20-30 ° C and stirred for 1 h, and the layers are left to stand. The aqueous phase is extracted with 300 mL of ethyl acetate.Combine the organic phases, spin the organic phases to dryness, beat with V toluene/V n-heptane=1/2 at 60°C for 1 hour, cool down to room temperature, and filter.And rinse and dry with a small amount of n-heptane to obtain 107g white solid, HPLC: 99.43%,Yield 77%.
References:
CN115650901,2023,A Location in patent:Paragraph 0032
121-43-7
353 suppliers
$14.00/25mL
93-04-9
456 suppliers
$13.00/25g
104115-76-6
126 suppliers
$5.00/250mg
93-04-9
456 suppliers
$13.00/25g
104115-76-6
126 suppliers
$5.00/250mg
3401-47-6
167 suppliers
$59.00/5G
104115-76-6
126 suppliers
$5.00/250mg