Triphenylphosphine → HCID 68578192, compound

Participants

Reaction Steps

To a solution of tert-butyl N-[(4-bromo-2-hydroxy-phenyl)methyl]-N-(2-hydroxyethyl)carbamate (3 g, 8.67 mmol) and triphenylphosphine (3.4 g, 13.0 mmol) in dichloromethane (85 mL) was added diisopropyl azodicarboxylate (2.69 g, 13.0 mmol) and the reaction was stirred at ambient temperature for 12 hours. The reaction was then washed with water, brine, dried with MgSO4 and purified by silica gel column chromatography (0-40% EtOAc in heptane) to give tert-butyl 8-bromo-2,3-dihydrobenzo[f][1,4]oxazepine-4(5H)-carboxylate (2.45 g, 86% yield). LCMS (m/z) ES+ 328 [M+1]+.

Provenance & Evidence