반응 #595372

반응 방정식

3,6-difluoro-2-methoxybenzoic acid

LDA

diisopropylamine

n-BuLi

B(OEt)3

H2SO4

→

title compound

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

용매

THF

THF

반응 조건

후처리

1. 1
   기타The organic phase was separated
2. 2
   추출the aqueous layer was extracted with Et2O
3. 3
   농축The combined organics were concentrated
4. 4
   세척the residue solid was washed with H2O and hexane
5. 5
   기타dried

실험 절차

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.

출처