ChemicalBook CAS DataBase List 9,9-diphenyl-9H-fluoreN-2-ylboronicacid

9,9-diphenyl-9H-fluoreN-2-ylboronicacid synthesis

5synthesis methods

Product Name:9,9-diphenyl-9H-fluoreN-2-ylboronicacid
CAS Number:400607-31-0
Molecular formula:C25H19BO2
Molecular Weight:362.23

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474918-32-6 Synthesis

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Yield: 78%

Reaction Conditions:

Stage #1:Triisopropyl borate;2-bromo-9,9-diphenyl-9H-fluorene with n-butyllithium in tetrahydrofuran at -78 - 20; for 15 h;Inert atmosphere;
Stage #2:water in tetrahydrofuran

Steps:

9 Example 9
Add 5mmol 2-bromo-9,9-diphenylfluorene to a 150mL two-necked flask, and add 80mL of tetrahydrofuran solvent (THF) after removing water and oxygen under nitrogen atmosphere. Then, add 5.5mmol boric acid ester, stir well and place it at -78 °C, then add 5.1mmol n-butyllithium dropwise, react at -78 °C for 3h, then return to room temperature for 12 h. After the completion of the reaction, the reaction solution was poured into water, extracted with dichloromethane 3 times, Then dried with anhydrous MgSO4, filtered, and the solvent was removed by rotary evaporation, and the silica gel column was used for separation and purification. Using n-hexane/dichloromethane as the eluent, rotary evaporation and drying to remove the solvent to obtain [9,9-diphenylfluorene-2-yl]boronic acid, the yield is 78%.

References:

CN112321630, 2021, A Location in patent:Paragraph 0080; 0134; 0135