Diethyl Ether → HCID 18381537, compound

Participants

Reaction Steps

To a solution of 2-chloro-5-(2-hydroxyethyl)-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (1.07 g, Example 66a) in anhydrous dichloromethane (20 ml) was added Dess-Martin periodinane reagent (1.95 g) and the mixture was stirred at room temperature for 1 h. Sodium thiosulfate (3.43 g) was dissolved in aqueous sodium bicarbonate solution (28 ml) and added to the reaction mixture. Diethyl ether (50 ml) was then added and the mixture was stirred for 10 min. The layers were partitioned and the organic layer was washed with water then brine. The organic extracts were then dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford the subtitle compound as a white solid (1.06 g).

Provenance & Evidence