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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 355088Erstellt: 25. Oktober 2026

4'-Hydroxypropiophenone → Ifenprodil

https://huagongshe.com/reaction/355088

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4'-HydroxypropiophenoneHCID 6271—
EduktSodium HydroxideHCID 14798—
Edukt4-BenzylpyridineHCID 16458—
EduktBromineHCID 24408—
EduktHCID 178418361HCID 178418361—
KatalysatorPlatinum oxide (PtO)HCID 82844—
LösungsmittelMethanolHCID 887—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktIfenprodilHCID 368988,4%

Reaktionsschritte

To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.8 Grams of bromine were added dropwise to the mixture with stirring at room temperature, and the reaction liquid was stirred for an additional 5 minutes. To the reaction liquid were then added 7.5 g of 4-benzylpyridine, 2.8 ml of 10-N sodium hydroxide solution and 100 ml of methanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, 0.5 g of platinum oxide were added and hydrogen was then introduced and the mixture was stirred for 7 hours under pressure of about 1 atm. After completion of the reaction, the reaction mixture was worked up in the same manner as described in Example 46, whereby 11.5 g (74.7%) of ifenprodil were obtained as white crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04377691
Quelldatensatzuspto-grants-1983_03
ORD IDord-ba1be67b37fd4f2b8a03023baa06c57f
Quellennotizuspto-grants-1983_03