Reaktion #595372

Reaktionsgleichung

3,6-difluoro-2-methoxybenzoic acid

LDA

diisopropylamine

n-BuLi

B(OEt)3

H2SO4

→

title compound

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

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic phase was separated
2. 2
   Extraktionthe aqueous layer was extracted with Et2O
3. 3
   EinengenThe combined organics were concentrated
4. 4
   Waschenthe residue solid was washed with H2O and hexane
5. 5
   Sonstigedried

Vorschrift

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.

Quelle