Reaktion #170417

Reaktionsgleichung

methanol

3-oxetanone

5-bromo-2-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridine

n-butyllithium

→

title product

Ausbeute 30.0%

3-{6-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-oxetan-3-ol

Ausbeute 30.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenConcentration and purification by chromatography (silicagel, heptane:ethyl acetate=85:15 to 8:3)

Vorschrift

A solution of 5-bromo-2-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridine (110 mg, 0.3 mmol) in THF (3 mL) was treated at −78° C. with n-butyllithium (1.6 M solution in hexanes, 189 μL, 0.3 mmol) and then with 3-oxetanone (23.0 mg, 0.3 mmol). After 20 minutes methanol was added and the mixture was warmed to room temperature. Concentration and purification by chromatography (silicagel, heptane:ethyl acetate=85:15 to 8:3) to afforded the title product (32 mg, 30%) which was obtained as a colourless oil. MS: m/e=357.1 [M+H]+.

Quelle