Morpholine → HCID 67168765, compound

Participants

Reaction Steps

To a mixture of 8-bromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one (0.170 g, 0.705 mmol) and morpholine (0.307 mL, 3.53 mmol) in toluene (3 mL) at 0° C. was added titanium(IV) chloride (1.0 M in toluene) (0.388 mL, 0.388 mmol) dropwise. The ice-bath was removed, and the orange, heterogeneous reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered under reduced pressure through a pad of CELITE®, which was then rinsed with toluene (3×10 mL). The pale yellow filtrate was concentrated under reduced pressure to give (E)-4-(8-bromo-2,3-dihydrobenzo[b]oxepin-5-yl)morpholine (0.182 g, 0.587 mmol, 83% yield) as a yellow oil.

Provenance & Evidence