Water → HCID 18507126, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of LAH in THF (1M, 13.9 mL) at 0° C. was added a solution of 6-(4-bromo-phenyl)-6-(3-methoxy-phenyl)-morpholin-3-one (3.34 g, 9.23 mmol) in THF (15 mL). The reaction mixture was stirred at 0° C. for 1 h and at room temperature for 16 h. To the mixture was added H2O (6.2 mL) followed by addition of 15% aqueous NaOH (6.2 mL) and H2O (7 mL). The mixture was filtered through celite and the celite was washed with EtOAc (50 mL). The filtrate was dried over MgSO4 and concentrated to afford 2.82 g of 2-(4-bromo-phenyl)-2-(3-methoxy-phenyl)-morpholine. 1HNMR (400 MHz, CDCl3) δ 7.43-7.36 (comp, 2H), 7.33-7.20 (comp, 3H), 6.98-6.82 (comp, 2H), 6.79-6.75 (m, 1H), 3.76 (s, 3H), 3.68-3.69 (comp, 2H), 3.45-3.29 (comp, 2H), 2.93-2.88 (comp, 2H); MS (M+1) 348.01, 350.0.

Provenance & Evidence