ChemicalBook CAS DataBase List 1-Naphthylboronic acid

1-Naphthylboronic acid synthesis

13synthesis methods

Product Name:1-Naphthylboronic acid
CAS Number:13922-41-3
Molecular formula:C10H9BO2
Molecular Weight:171.99

121-43-7
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90-11-9 Synthesis

90-11-9
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13922-41-3
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$5.00/1g

Yield:13922-41-3 84%

Reaction Conditions:

Stage #1: 1-Bromonaphthalenewith n-butyllithium in tetrahydrofuran at -78 - 0; for 1 h;Inert atmosphere;
Stage #2: Trimethyl borate in tetrahydrofuran at -78 - 20; for 12 h;Inert atmosphere;
Stage #3: with hydrogenchloride in tetrahydrofuran;water monomer; for 0.5 h;Inert atmosphere;

Steps:

Synthesis of intermediate-2

Under nitrogen, 2.07 g (10 mmol) of 1-bromonaphthalene was dissolved in 40 ml of anhydrous THF, the temperature of the reaction was lowered to -78 ° C,After slowly adding 4 ml of 2.5 M n-BuLi dropwise, the reaction was stirred at 0 ° C for 1 hour. Then, the temperature of the reactionAfter lowering to -78 deg. C, 12.47 g (12 mmol) of trimethylborate was added dropwise, and the mixture was stirred at room temperature for 12 hours. The reactionAfter completion of the reaction, 2N-HCl aqueous solution was added, stirred for 30 minutes, and extracted with ether.Water in the organic layer was removed with anhydrous MgSO 4, filtered under reduced pressure, and then the organic solvent was concentrated to obtain the resulting compound in a ratio of Hex: EA = 5:1 to obtain 1.44 g (84%) of Intermediate-2.

References:

KR2017/49295,2017,A Location in patent:Paragraph 0116-0121