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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 741797Erstellt: 24. Oktober 2026

Ethyl ketone → 5-Fluoro-3-(3-hydroxypent-3-yl)[O-(3,4-dimethoxybenzyl)]phenol

https://huagongshe.com/de/reaction/741797

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl ketoneHCID 7288—
Edukt1-Bromo-3-(3,4-dimethoxybenzyloxy)-5-fluorobenzeneHCID 19426985—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Fluoro-3-(3-hydroxypent-3-yl)[O-(3,4-dimethoxybenzyl)]phenolHCID 70194830—

Reaktionsschritte

To a solution of 1-bromo-3-(3,4-dimethoxybenzyloxy)-5-fluorobenzene (Step 1) (1.02 g) in THF (10 mL) at -78° C. was added n-BuLi (1.5 mL of a 2.2M solution) dropwise. After 30 min. 3-pentanone (0.33 mL) was added and after 30 min. the bath was removed and the mixture stirred for 10 min. The reaction mixture was quenched with NH4OAc buffer and extracted with EtOAc. The organics were dried (MgSO4) and concentrated. Chromatography of the residue (silica gel; hexane/EtOAc (3:1) provided the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05552437
Quelldatensatzuspto-grants-1996_09
ORD IDord-562b24e210d54286a4ce0bb08e495993
Quellennotizuspto-grants-1996_09