4-morpholinocyclohexanone

127562-53-2

139025-93-7

The general procedure for the synthesis of 4-morpholin-4-ylcyclohexanone (VII-a) from the compound (CAS:127562-53-2) was as follows: to a solution of compound (4.50 g, 19.8 mmol) in tetrahydrofuran (THF, 100 mL) was added an aqueous 7N hydrochloric acid solution (40 mL). The reaction mixture was stirred at room temperature for 17 hours. Upon completion of the reaction, the mixture was poured into saturated aqueous sodium bicarbonate (NaHCO3) solution (475 mL) to quench the reaction. Subsequently, the reaction mixture was sequentially extracted with ethyl acetate (1 time) and dichloromethane (CH2Cl2, 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure. The resulting oil was purified by Kugelrohr distillation to afford the target product 4-morpholin-4-ylcyclohexanone (VII-a) (3.17 g, 87% yield) as a clear oil. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3), δ 1.80-1.94 (m, 2H), 1.80-2.10 (m, 2H), 2.30 (m, 1H), 2.45-2.65 (m, 8H), and 3.74 (t, J=4.7 Hz, 4H).