Diethyl Ether → HCID 12937986, compound

Participants

Reaction Steps

A solution of the HCl-salt of methyl-3-(3-pyridyl)benzoate (5.54 g, 0.022 mol) in methanol was hydrogenated (atm. pressure) at r.t. using PtO2 as catalyst. After filtration and evaporation the residue was partitioned between a saturated potassium-carbonate solution and ether. The ether layer was dried (K2CO3), cooled and treated with triethylamine (2.23 g. 0.022 mol) and propionylchloride (2.05 g, 0.033 mol). Stirring at r.t. for one hour followed by filtration and evaporation gave an oil which was eluated twice through an Al2O3 with ether. Evaporation of the ether gave 4.8 g of pure methyl-3-(1-propionylpiperdin-3-yl)benzoate as an oil, which could not be crystallized.

Provenance & Evidence