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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 855277Erstellt: 25. Oktober 2026

Dimethylformamide → 4-(1-Ethylcyclopropyl)benzaldehyde

https://huagongshe.com/reaction/855277

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt4-CyclopropylbenzaldehydeHCID 11506474—
Edukt1-Bromo-4-(1-ethylcyclopropyl)-benzeneHCID 69342155—
EduktButyllithiumHCID 178418339—
Produkt4-(1-Ethylcyclopropyl)benzaldehydeHCID 8609373381%

Reaktionsschritte

The title compound was synthesized in analogy to 4-cyclopropyl benzaldehyde (described in example S53) using 1-bromo-4-(1-ethylcyclopropyl)-benzene (208 mg, 0.92 mmol), n-BuLi (635 μl, 1.6M solution in hexane, 1.02 mmol) and DMF (144 μl, 1.85 mmol). The isolated residue was purified by flash column chromatography (1:9 ether:pentane) to give 4-(1-ethylcyclopropyl)-benzaldehyde (130 mg, 81%) as a colorless oil. 1H NMR (CDCl3, 300 MHz): δ 9.97 (s, 1H), 7.80 (d, J=8.5 Hz, 2H), 7.43 (d, J=8.5 Hz, 2H), 1.65 (q, J=7.5 Hz, 2H), 0.86 (t, J=7.5 Hz, 3H), 0.89-0.82 (m, 2H), 0.79-0.75 (m, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07259183B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-67a05e025ba740358f0fc3bacc62711d
Quellennotizuspto-grants-2007_08