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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 84129Erstellt: 24. Oktober 2026

Sodium Hydroxide → 1-(2-Bromophenyl)-3,4-dihydroisoquinoline

https://huagongshe.com/de/reaction/84129

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktPhosphorus oxide (P4O10)HCID 14812—
EduktPhosphorus oxychlorideHCID 24813—
Edukt2-bromo-N-(2-phenylethyl)benzamideHCID 673840—
LösungsmittelO-XyleneHCID 7237—
Produkt1-(2-Bromophenyl)-3,4-dihydroisoquinolineHCID 10779537—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A suspension of 50.0 g (164 mmol) of N-phenylethyl-2-bromobenzamide and 27.9 g of phosphorus pentoxide in 200 ml of xylene was heated to 100° C. and admixed dropwise with 45.6 g (492 mmol) of phosphorus oxychloride. Subsequently, the reaction mixture was heated under reflux for 2 h. After cooling to 80° C., the reaction mixture was stirred into 4000 g of ice and adjusted to pH=12 with NaOH (solid). The organic phase was removed, the aqueous phase was extracted three times with 300 ml of toluene, and the combined organic phases were washed with 500 ml of water and subsequently dried over magnesium sulfate. After the desiccant had been filtered off and the solvent had been removed, the product was obtained as a yellow oil. The yield at a purity of approx. 99.0% was 46.9 g (164 mmol), 99.9% of theory.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846920B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-29b20c634de1471982541f0e6d40829f
Quellennotizuspto-grants-2014_09