Potassium Iodide → 4-Boc-1-(2-methoxy-ethyl)-piperidin-4-ylamine

Participants

Reaction Steps

A mixture of 4-boc-aminopiperidine (11, 10.0 g, 50 mmol), potassium carbonate (6.5 g, 47 mmol), potassium iodide (7.7 g, 46 mmol), 2-bromoethyl methyl ether (4.4 mls, 46 mmol), and acetonitrile (100 mls) was heated to reflux for 3 hrs. After cooling to room temperature, the reaction mixture was poured into H2O and extracted with EtOAc (4×). The combined EtOAc extractions were washed with sat'd NaCl (1×), dried (Na2SO4), and concentrated in vacuo to give 4-boc-1-(2-methoxy-ethyl)-piperidin-4-ylamine (12, 12.0 g, 99%) which was used in the next reaction without further purification. LC/MS Calcd for [M+H]+ 259, found 259.

Provenance & Evidence