Morpholine → HCID 57830135, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 60 (0.055 g, 0.12 mmol), morpholine (0.021 mL, 0.24 mmol), tri-potassium phosphate monohydrate (0.057 g, 0.25 mmol), and copper (powder) (0.00078 g, 0.012 mmol) in N,N-dimethylethanolamine (1 mL) was heated at 120° C. for 2 days. The mixture was cooled and poured into brine and extracted with AcOEt. The organic layer was washed with brine twice, dried (MgSO4), concentrated, and purified by means of preparative TLC with hexane:AcOEt as eluent to afford 61 (0.0096 g, 17%) as a tan syrup. 1H NMR (400 MHz, CDCl3) δ 0.00 (s, 9H), 0.88-0.95 (m, 2H), 3.01 (s, 6H), 3.07-3.14 (m, 4H), 3.51-3.57 (m, 2H), 3.91-3.97 (m, 4H), 5.63 (s, 2H), 6.82-6.88 (m, 3H), 7.48-7.53 (m, 2H), 8.00 (d, J=0.21 Hz, 1H), 8.52 (d, J=0.21 Hz, 1H).

Provenance & Evidence