Реакция #539827

Уравнение реакции

trimethylsilylazide hexane

3-chloro-4-(dihydroxyboryl)benzoic acid

N,N-dimethylformamide

diethyl ether

→

title compound

Выход 42.0%

[2-chloro-4-(methoxycarbonyl)phenyl]boronic acid

Выход 42.0%

Растворители

Acetic acid

Условия реакции

Обработка

1. 1
   Концентрированиеthe mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONWater was added to the residue
3. 3
   Фильтрацияthe precipitate was collected by filtration
4. 4
   Другоеrecrystallized from water

Методика

To a mixture of 3-chloro-4-(dihydroxyboryl)benzoic acid (1.00 g, 5.10 mmol), N,N-dimethylformamide (10 mL) and diethyl ether (1 ml) was added dropwise a 0.6 M trimethylsilylazide-hexane solution (10.2 mL, 6.12 mmol), and the resulting mixture was stirred overnight at room temperature. Acetic acid was added to the reaction mixture, and the mixture was concentrated under reduced pressure. Water was added to the residue, and the precipitate was collected by filtration and recrystallized from water to give the title compound (0.46 g, yield 42%) as colorless crystals.

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