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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1006936Erstellt: 25. Oktober 2026

4-Bromothiophene-3-carboxaldehyde → HCID 22503031, Verbindung

https://huagongshe.com/reaction/1006936

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Bromothiophene-3-carboxaldehydeHCID 2764207—
Edukt1-Ethynyl-4-(methoxymethoxy)benzeneHCID 22502995—
KatalysatorTriethylamineHCID 8471—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 22503031HCID 2250303166,9%

Reaktionsschritte

3-Formyl-4-bromothiophene (14.7 g) was dissolved in DMF (100 ml), followed by the addition of triethylamine (100 ml) CuI (0.25 g), Pd(PPh3)2Cl2(0.5 g) and 4-methoxymethoxy-1-ethynylbenzene (11.4 g), and the mixture was reacted at 70° C. overnight. The reaction solution was filtered through Celite, poured into 1N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with an aqueous solution of saturated sodium bicarbonate and brine, dried and evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give 3-{[4-(methoxymethoxy)phenyl]ethynyl}-4-formylthiophene as a colorless oil (12.8 g, yield; 47%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06790844B2
Quelldatensatzuspto-grants-2004_09
ORD IDord-ad069d7b217e4c94a3e6947ba873653d
Quellennotizuspto-grants-2004_09