Реакция #456219

Уравнение реакции

n-BuLi

4-benzo[c]furazanyl bromide

triethylborate

ammonium chloride

→

title compound

Выход 32.0%

4-benzo[c]furazanyl boronic acid

Выход 32.0%

Растворители

tetrahydrofurane

n-pentane

Условия реакции

Обработка

1. 1
   Экстракцияthe water phase is extracted with ethyl acetate
2. 2
   ДругоеThe organic solvent is removed
3. 3
   ФильтрацияThe suspension is filtered

Методика

To a solution of 4-benzo[c]furazanyl bromide (4 g, 0.020 mol) in tetrahydrofurane (80 ml) and n-pentane (20 ml) is added triethylborate (3.8 ml, 0.022 mol) and N,N,N,N-tetraethylendiamine (3 ml, 0.02 mol). Then, n-BuLi (8.8 ml, 2.5N in hexane, 0.022 mol) is added dropwise at -100° C. and the solution is stirred for 5 minutes more. The reaction mixture is poured into an aqueous solution of saturated ammonium chloride and the water phase is extracted with ethyl acetate. The organic solvent is removed and the crude product is taken up in dichloromethan/n-hexane (5:6). The suspension is filtered to yield the title compound (1.05 g) which is used without further purification.

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