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HRID 2088135Erstellt: 25. Oktober 2026

Water → (1R*,2R*,5R*)-8-Benzyl-2-[(2-methoxy-5-trifluoromethoxyphenyl)methoxy]-1-phenyl-8-azabicyclo[3.2.1]octane

https://huagongshe.com/reaction/2088135

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt2-Methoxy-5-(trifluoromethoxy)benzyl bromideHCID 3723772—
Edukt(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-olHCID 69688994—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(1R*,2R*,5R*)-8-Benzyl-2-[(2-methoxy-5-trifluoromethoxyphenyl)methoxy]-1-phenyl-8-azabicyclo[3.2.1]octaneHCID 69889714—

Reaktionsschritte

(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 9; 348 mg, 1.19 mmol) was dissolved in THF then sodium hydride (71 mg, 60% in oil, 1.79 mmol) added and the reaction mixture stirred for 10 minutes. 2-methoxy-5-trifluoromethoxybenzyl bromide was added and the reaction mixture stirred at 50° C. for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate (×3), dried (MgSO4) and concentrated in vacuo to give a yellow oil. This was purified by flash column chromatography [5%-15% ethyl acetate in iso-hexane] to give the title compound. (205 mg, 35%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06727249B2
Quelldatensatzuspto-grants-2004_04
ORD IDord-9525a5aa9d7b4765814a084206cffb1a
Quellennotizuspto-grants-2004_04