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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83203Erstellt: 25. Oktober 2026

Water → (3-(3-Fluorophenyl)-5-methylisoxazol-4-yl)methanol

https://huagongshe.com/reaction/83203

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
EduktAluminium lithium hydrideHCID 21226445—
EduktEthyl 3-(3-fluorophenyl)-5-methylisoxazole-4-carboxylateHCID 22309060—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(3-(3-Fluorophenyl)-5-methylisoxazol-4-yl)methanolHCID 6715785675,3%

Reaktionsschritte

To a solution of 3-(3-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (6.18 g, 25 mmol) in THF (320 mL) was added portionwise lithiumaluminiumhydride (528 mg, 14 mmol) at 0° C. and the reaction mixture was stirred at room temperature for 3 h. The mixture was then cooled to 0° C. and water (518 μL) added followed by sodium hydroxide (15% solution, 518 μL) and then again water (1.5 mL) and the mixture then stirred overnight at room temperature. The precipitate was then filtered off and washed with THF. The combined washings and filtrate were then evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (3.9 g, 75%) which was obtained as a yellow solid. MS: m/e=208.3 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846719B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c7ef2b0b159e44559742b7c193a70fc9
Quellennotizuspto-grants-2014_09