Sodium Iodide → HCID 14426293, compound

Participants

Reaction Steps

A mixture of 4-(ethyl-1,3,4-oxadiazolyl)-4-(N-phenylpropionamido)piperidine (900 mg, 2.74 mmol), phenethyl bromide (507 mg, 2.74 mmol, NaI (490 mg, 3.3 mmol), Na2CO3 (2.0 g) in acetonitrile (50 ml) was refluxed for 72 hours. It was filtered and concentrated in vacuo. The residue was treated with CH2Cl2 (100 ml) and filtered again. The filtrate was concentrated in vacuo and the resulting residue was chromatographed (SiO2, EtOAc/Hex 1:1) to give the product (904 mg, 2.1 mmol) as a colorless oil: IR (neat) 1660 cm-1 ; NMR (60 MHz, CDCl3) δ 0.87 (t, 3H, CH3CH2CON), 1.37 (t, 3H, oxadiazolyl CH3), 1.60-3.15 (m, 16H), 7.23 and 7.50 (2bs, 10H, phenyl H's). ##STR33##

Provenance & Evidence