ChemicalBook CAS DataBase List Benzo[b]thien-2-ylboronic acid

Benzo[b]thien-2-ylboronic acid synthesis

5synthesis methods

Product Name:Benzo[b]thien-2-ylboronic acid
CAS Number:98437-23-1
Molecular formula:C8H7BO2S
Molecular Weight:178.02

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95-15-8 Synthesis

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Yield:98437-23-1 87.3%

Reaction Conditions:

Stage #1: Benzo[b]thiophenewith n-butyllithium in tetrahydrofuran at -78 - 20; for 13 h;
Stage #2: Trimethyl borate in tetrahydrofuran at -78 - 20; for 2 h;

Steps:

1.5 Synthesis of intermediate 1-e

Benzothiophene into a 144 g (554 mmol) and 1000 mL of tetrahydrofuran in the 2L reactor and stirred. After cooling to -78 ° C, was added dropwise 415 mL of nbutyllithium(1.6M hexane solution) and stirred for 1 hour. After stirring thetemperature was raised to room temperature for 12 hours, cooled to -78 ° C andwarming up to room temperature and then added dropwise trimethylborate 80.3 mL(664 mmol) was stirred for 2 hours. After cooling to -0 ° C, into a 2N aqueoushydrochloric acid solution and extracted using ethyl acetate and distilled water. Wasstirred into the formed organic layer was concentrated under reduced pressure and hexane and then filtered to give the intermediate 1-e 86 g (yield 87.3%).

References:

KR2016/2328,2016,A Location in patent:Paragraph 0413-0415

121-43-7
343 suppliers
$14.00/25mL