Sodium Hydroxide → HCID 178507633, compound

Participants

Reaction Conditions

Reaction Steps

A 50 mL four-necked flask was charged with sodium hypochlorite solution (8.44 g, 7.00 mL, 15.5 mmol, Eq: 4) and the solution was cooled to −10° C. Maintaining this temperature, ammonium hydroxide 25% NH3 (949 mg, 1.05 ml, 13.9 mmol, Eq: 3.6) and ammonium chloride 1M (11.6 mL, 11.6 mmol, Eq: 3) were added simultaneously. After 5 min, 2-(piperidin-4-yl)ethanol (500 mg, 3.87 mmol, Eq: 1.00, CAN 622-26-4) in 2 mL THF and sodium hydroxide (2.58 g, 1.94 mL, 19.3 mmol, Eq: 5) were added simultaneously at the same temperature as before, and the reaction allowed to proceed for another 2 hours at rt. The mixture was diluted with H2O and extracted with EtOAc (2×10 mL). The aqueous layer was concentrated in vacuo and the residue taken up in CH2Cl2, dried over Na2SO4, filtered and concentrated in vacuo. Thereby, 340 mg of 2-(1-mino-piperidin-4-yl)-ethanol were obtained as white semi-solid; MS (EI) 145.2 (M+H)+.

Provenance & Evidence