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HRID 568771Erstellt: 25. Oktober 2026

Dimethylformamide → bis(4-Fluorophenyl)methyl(5-formyl-1H-1,2,4-triazol-1-ylmethyl)silane

https://huagongshe.com/reaction/568771

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktFlusilazoleHCID 73675—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produktbis(4-Fluorophenyl)methyl(5-formyl-1H-1,2,4-triazol-1-ylmethyl)silaneHCID 1415494180,1%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-ylmethyl)silane (1.3 g, 0.004 mol) was lithiated as described in Example 1 using 3.7 mL (0.0044 mol) of 1.2M n-butyllithium in 10 mL of THF. DMF (1.2 mL, 0.016 mol) was added and the solution was allowed to warm to 0° C. After 1 hour, the reaction mixture was diluted with 1:1 ether/hexanes, washed with 7% aqueous NaHCO3 and brine, dried over Na2SO4 and evaporated. Flash chromatography using 10% ether/methylene chloride gave 1.1 g of the title compound as a clear oil: nD 1.5612; ir (neat) 2840, 1705, 1587, 1499, 1228, 1160, 1106, 821 cm-1 ; nmr (CDCl3) δ, 0.7 (3H, s), 4.7 (2H, s), 7.0 (4H, t), 7.4 (4H, m), 7.9 (1H, s), 9.8 (1H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04729986
Quelldatensatzuspto-grants-1988_03
ORD IDord-a4502ca3359746bba29aea7ceee88041
Quellennotizuspto-grants-1988_03