Reaktion #306655

Reaktionsgleichung

Example 34b

1-[2-(2-Bromo-ethoxy)-5-chloro-4-methoxy-6-methyl-3-(3-phenyl-propoxy)-phenyl]-ethanone

3,3-difluoroazetidine hydrochloride

→

title compound

Ausbeute 20.0%

1-[3-Chloro-6-[2-(3,3-difluoro-azetidin-1-yl)-ethoxy]-4-methoxy-2-methyl-5-(3-phenyl-propoxy)-phenyl]-ethanone

Ausbeute 20.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 70:30)

Vorschrift

Example 34b (105 mg, 0.23 mmol) was reacted with 3,3-difluoroazetidine hydrochloride (2.0 eq.) as described under General Procedure J and the crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 70:30) to afford the title compound (21 mg, 20%) as a light orange oil. 1H NMR (300 MHz, CDCl3) δ 7.33-7.20 (m, 5H), 4.07 (t, J=6.5 Hz, 2H), 4.01 (t, J=5.6 Hz, 2H), 3.88 (s, 3H), 3.63 (t, J=12.0 Hz, 4H), 2.85-2.80 (m, 4H), 2.51 (s, 3H), 2.20 (s, 3H), 2.12-2.06 (m, 2H). MS (ES+) m/z 468.2 (M+H+).

Quelle