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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 591188Erstellt: 25. Oktober 2026

Triethylamine → 1-Chloro-4-{1-[(E)-2-nitroethenyl]cyclobutyl}benzene

https://huagongshe.com/reaction/591188

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTrifluoroacetic anhydrideHCID 9845—
Edukt1-(1-(4-Chlorophenyl)cyclobutyl)-2-nitroethanolHCID 66747669—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-Chloro-4-{1-[(E)-2-nitroethenyl]cyclobutyl}benzeneHCID 66746852—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

1-(1-(4-Chlorophenyl)cyclobutyl)-2-nitroethanol (5.2 g, 20.34 mmol) was dissolved in dichloromethane (41 ml) and trifluoroacetic acid anhydride (2.87 ml, 20.34 mmol) was added. The reaction mixture was cooled to 0° C. and triethylamine (5.67 ml, 40.7 mmol) was added dropwise. The reaction was slowly warmed to room temperature and stirring was continued for 2 h. The reaction mixture was diluted with dichloromethane and washed with aqueous hydrochloric acid (1 N). The organic layer was dried (magnesium sulfate) and concentrated in vacuo. The crude product was purified by flash chromatography (silica, dichloromethane, methanol). Yield: 3.99 g (16.79 mmol, 83%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238619B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-03889bf11f594b80b3e878bbe1e774b0
Quellennotizuspto-grants-2016_01