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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 4668Erstellt: 23. Oktober 2026

Water → 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde

https://huagongshe.com/de/reaction/4668

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt5-NitrosalicylaldehydeHCID 66808—
Edukt1,4-Dichloro-2-butene, (2E)-HCID 642197—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehydeHCID 1405049643,3%

Reaktionsschritte

A solution of 8 g of 5-nitrosalicylaldehyde, 30.8 g of trans-1,4-dichloro-2-butene and 13.2 g of potassium carbonate in 35 ml of dimethylformamide was stirred at room temperature for 19 hours, and further stirred at 80°-87° C. (outside temperature) for 2 hours. The mixture was allowed to cool, poured into 80 ml of water, and extracted with chloroform. The extract (organic layer separated) was concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel. The product was eluted with benzene to give 5.3 g of 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde. (mp. 65°-66° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04727082
Quelldatensatzuspto-grants-1988_02
ORD IDord-42e9e6685d48461cbe538debba22bce7
Quellennotizuspto-grants-1988_02