Acetonitrile → HCID 66731917, compound

Participants

Reaction Steps

To a solution of methyl 2-(4-tert-butylbenzyl)-4-(hydroxymethyl)piperidine-1-carboxylate (2.9 g, 9.08 mmol) in carbon tetrachloride (18 mL) was added sodium periodate (5.83 g, 27.24 mmol) and water (27 mL). Acetonitrile (18 mL) was added to this mixture, followed by ruthenium(III) chloride (0.041 g, 0.20 mmol). The resulting biphasic mixture was stirred vigorously at room temperature for 2 h. The reaction mixture was diluted with water and DCM, the aqueous layer was extracted with DCM (×3). The combined organic layers were dried over MgSO4 and evaporated to give the product as an oil (3.0 g, 98%) MS m/z 332 (M−H)−.

Provenance & Evidence