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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2111990Erstellt: 25. Oktober 2026

Hydrochloric Acid → (4-{2-[Benzyl(hexyl)amino]-2-oxoethyl}-2-fluorophenoxy methyl]benzoic acid

https://huagongshe.com/reaction/2111990

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktLithium HydroxideHCID 3939—
EduktMethyl 2-[(4-{2-[benzyl(hexyl)amino]-2-oxoethyl}-2-fluorophenoxy)methyl]benzoateHCID 68869229—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(4-{2-[Benzyl(hexyl)amino]-2-oxoethyl}-2-fluorophenoxy methyl]benzoic acidHCID 1032278984%

Reaktionsschritte

Methyl 2-[(4-{2-[benzyl(hexyl)amino]-2-oxoethyl}-2-fluorophenoxy)methyl]benzoate (109 mg, 0.222 mmol) was dissolved in THF (2 ml). Lithium hydroxide (10.6 mg, 0.444 mmol) solved in water (1 ml) was added. The mixture was put in a microwave oven (Smith Synthesizer) at 150° C. for 7 minutes. It was then acidified with 1% hydrochloric acid, pH˜3, and extracted with ethyl acetate. The organic extract was washed with brine and dried (magnesium sulphate) and evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using DCM and then MeOH/DCM (0.5: 99.5, then 1:99) as eluant gave 89 mg the desired product, yield 84%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07521461B2
Quelldatensatzuspto-grants-2009_04
ORD IDord-e80d9b33920e4055bb9f01779985d5e6
Quellennotizuspto-grants-2009_04