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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52392Erstellt: 24. Oktober 2026

Propargyl bromide → 2-Propargyloxy-2-phenyl-3-butyne

https://huagongshe.com/de/reaction/52392

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropargyl bromideHCID 7842—
EduktSodium HydroxideHCID 14798—
Edukt3-Hydroxy-3-phenyl-1-butyneHCID 92098—
EduktTetrabutyl ammonium hydrogen sulfate waterHCID 86750630—
LösungsmittelWaterHCID 962—
LösungsmittelHexaneHCID 8058—
Produkt2-Propargyloxy-2-phenyl-3-butyneHCID 1125239265%

Reaktionsschritte

Propargyl bromide (22 g, 0.15 mol) was dissolved in 140 ml of n-hexane. This solution, 2-phenyl-3-butyne-2-ol (14.6 g, 0.1 mol), NaOH (60 g, 1.5 mol) and a catalytic amount of tetrabutyl ammonium hydrogen sulfate/water (120 ml) were mixed, reacted for 24 hours at an ambient temperature and refluxed for 30 minutes. After completion of the reaction, the mixture was cooled to an ambient temperature and water (100 ml) was added. The organic phase was extracted with 30 ml of n-hexane, three times. The extracted organic solvent was dried with anhydrous magnesium sulfate, filtered and evaporated to separate. b.p.: 61° C./0.5 mmHg; yield: 65%; MS: m/e 184 (parent), 129 (base).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616669
Quelldatensatzuspto-grants-1997_04
ORD IDord-0eda761b3ecf455a8a5934f3ae9aab88
Quellennotizuspto-grants-1997_04