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ChemicalBook CAS DataBase List 1-Pyrenylboronic acid

1-Pyrenylboronic acid synthesis

8synthesis methods
-

Yield:164461-18-1 74%

Reaction Conditions:

Stage #1:1-bromopyrene with n-butyllithium in tetrahydrofuran;hexane at -78; for 1 h;
Stage #2:Trimethyl borate in tetrahydrofuran;hexane at -78 - 20; for 2 h;

Steps:

8-1 Synthesis Example 8-1. 1-pyreneboronic acid synthesis
To a round bottom flask1-Bromo-pyrene (30g, 107 mmol) was dissolved in 240 mL THF. In the cooling state up to -78 n-BuLi in n-hexane (1.6M) was put in a slow (80 mL). At the end of the addition and then stirred for about 1 hour at -78 was put trimethyl borate (15.5 g, 149 mmol). After 1 hour stirring at -78 stirred at room temperature for about two hours and put in a 2N HCl was adjusted to acidic. While the removal of the solvent after extraction with EA obtained with hexane to give the 1-pyreneboronic acid 19.5 g (yield 74 %).

References:

SFC Co., Ltd.;Yu, Say Jin;Lee, Sang Hae;Sim, So Young KR101515814, 2015, B1 Location in patent:Paragraph 0343; 0344

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