Реакция #595372

Уравнение реакции

3,6-difluoro-2-methoxybenzoic acid

LDA

diisopropylamine

n-BuLi

B(OEt)3

H2SO4

→

title compound

4-borono-3,6-difluoro-2-methoxybenzoic acid

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   ДругоеThe organic phase was separated
2. 2
   Экстракцияthe aqueous layer was extracted with Et2O
3. 3
   КонцентрированиеThe combined organics were concentrated
4. 4
   Промывкаthe residue solid was washed with H2O and hexane
5. 5
   Другоеdried

Методика

To a solution of 3,6-difluoro-2-methoxybenzoic acid (i-6b) (0.94 g, 5 mmol) in THF (5 mL) at −70° C. was added a solution of LDA [freshly prepared from diisopropylamine (1.51 g, 15 mmol) and n-BuLi (10M solution in hexane, 1.5 mL, 15 mol) in THF (15 mL). The resultant solution was stirred for 15 mins, followed by the addition of B(OEt)3 (1.46 g, 10 mmol). The mixture was stirred for 15 mins and then hydrolyzed with dilute aq. H2SO4. The organic phase was separated and the aqueous layer was extracted with Et2O. The combined organics were concentrated and the residue solid was washed with H2O and hexane, dried to give the title compound as white crystals. LCMS (ESI) calc'd for C8H7BF2O5 [M+H]+: 233. found: 233.

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