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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 882951Erstellt: 26. Oktober 2026

Dimethylformamide → 2-Fluorobiphenyl-4-carboxaldehyde

https://huagongshe.com/reaction/882951

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt4-Bromo-2-fluoro-1,1'-biphenylHCID 521063—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Fluorobiphenyl-4-carboxaldehydeHCID 275908362,5%

Reaktionsschritte

4-Bromo-2-fluoro-biphenyl (2 gm, 8 mmole) was dissolved in 20 ml of anhydrous tetrahydrofuran, THF, cooled to −78° C. under argon (Ar), n-Butyl lithium 2.5 M (3.5 ml, 8.8 mmole) was added drop wise over 10 min, and was stirred for additional 1 hr, DMF anhydrous (0.68 ml, 8.8 mmole) was then added, stirred for additional 1 hr, then warmed to room temperature over 4 hr, It was then quenched with water, extracted with ether, ether was dried, evaporated, the produced compound was purified using 9:1 hexane/ethyl acetate, to produce white solid (1 gm, 62.5%); H1-NMR INOVA-500 (CDCl3) δ 7.416-7.495 (m, 3H), 7.581-7.661 (m, 4H), 7.723 (d, J=8.0 Hz, 1H), 9.991 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08236799B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-38ce749e115a4e8a9a2aee885400e139
Quellennotizuspto-grants-2012_08