Trimethylsilyldiazomethane → (5-(Methoxycarbonyl)furan-2-YL)boronic acid
Reaktionsgleichung
[OH:1][B:2]([OH:11])[C:3]1[O:7][C:6]([C:8]([OH:10])=[O:9])=[CH:5][CH:4]=1.[CH3:12][Si](C=[N+]=[N-])(C)C>C(Cl)Cl.CO>[CH3:12][O:9][C:8]([C:6]1[O:7][C:3]([B:2]([OH:1])[OH:11])=[CH:4][CH:5]=1)=[O:10]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
5-(Dihydroxyboryl)-2-furoic acid (200 mg, 1.283 mmol) was dissolved in CH2Cl2 (5 mL) and MeOH (0.556 mL). Trimethylsilyldiazomethane (1.283 mL, 2.57 mmol) was added dropwise. After 45 min, the reaction was quenched with AcOH dropwise until the yellow color disappeared. The reaction was concentrated in vacuo to give [5-(methoxycarbonyl)-2-furyl]boronic acid. 1H NMR (500 MHz, CD3OD): δ 7.20 (d, J=3.5 Hz, 1H); 7.05 (d, J=3.6 Hz, 1H); 3.87 (s, 3H).