Morpholine → HCID 54129992, compound

Participants

Reaction Steps

To a solution of 712 mg (1.81 mmol) of glycidyl ester 28 and 0.316 mL (3.62 mmol, 2.0 equiv) of morpholine was added 1 g of neutral alumina. The reaction mixture was stirred overnight and then filtered and concentrated. Purification by flash chromatography (30×150 mm silica gel, 200 mL of 1.5% and 200 mL of 2.5% methanol/dichloromethane) provided 651 mg (75%) of the title compound: 1H NMR (300 MHz, CD3OD) δ7.38-7.29 (m, 5H), 5.09 (s, 2H), 4.19-3.97 (m, 3H), 3.69-3.60 (m, 5H), 2.56-2.41 (m, 8H), 2.22-2.08 (m, 1H), 1.97-1.84 (m, 1H), 1.45 (s, 9H); MS(FAB) 481 (M+1), 425.

Provenance & Evidence