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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1380243Erstellt: 24. Oktober 2026

Ammonium Chloride → alpha-(4-Fluorophenyl)-alpha-(1-methyl-4-piperidinyl)-3-pyridinemethanol

https://huagongshe.com/de/reaction/1380243

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt4-chloro-N-methylpiperidineHCID 79342—
Edukt(4-Fluorophenyl)(pyridin-3-yl)methanoneHCID 762660—
EduktMagnesiumHCID 5462224—
LösungsmittelTolueneHCID 1140—
LösungsmittelTetrahydrofuranHCID 8028—
Produktalpha-(4-Fluorophenyl)-alpha-(1-methyl-4-piperidinyl)-3-pyridinemethanolHCID 2332605495%

Reaktionsschritte

To a stirred and cooled Grignard-complex previously prepared starting from a mixture of 134 parts of 4-chloro-1-methylpiperidine, 25 parts of magnesium and 652.5 parts of tetrahydrofuran was added dropwise a solution of 170 parts of (4-fluorophenyl)(3-pyridinyl)methanone in 405 parts of tetrahydrofuran at a temperature between 10°-20° C. Upon completion, stirring was continued for 1 hour at room temperature and for 30 minutes at minutes at reflux. After cooling, the whole was decomposed by pouring onto a mixture of crushed ice and ammonium chloride. 270 Parts of methylbenzene were added. The organic layer was separated, dried, filtered and evaporated. The residue was boiled in acetonitrile with activated charcoal. The latter was filtered off over Hyflo and the filtrate was evaporated, yielding 240 parts (95%) of α-(4-fluorophenyl)-α-(1-methyl-4-piperidinyl)-3-pyridinemethanol as a residue (intermediate 18).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04581171
Quelldatensatzuspto-grants-1986_04
ORD IDord-6c0e3012146947ae9a6e5ab2b7efde83
Quellennotizuspto-grants-1986_04