Water → HCID 13853681, compound

Participants

Reaction Steps

A solution of trans-5-chloro-1-isopropyl-2-indanol (0.75 g) in anhydrous tetrahydrofuran (5 ml) was added to a suspension of sodium hydride (0.28 g, oil free) in anhydrous tetrahydrofuran (5 ml). The mixture was stirred for 0.5 hr and 2-(bromomethyl)-6-phenoxypyridine (1 g) in anhydrous tetrahydrofuran (5 ml) was added, followed by a catalytic amount of tetra-n-butylammonium iodide. The mixture was stirred at room temperature for 18 hours, mixed with water (100 ml) and extracted with diethyl ether (3×50 ml). The ether extract was dried (MgSO4) and condensed under reduced pressure to give an oil that was purified by flash chromatography to give trans-5-chloro-1-isopropyl-2-((6-phenoxypyridin-2-yl)-methoxy)indane (0.94 g).

Provenance & Evidence