Phosphorus tribromide → HCID 66891549, compound

Participants

Reaction Steps

To a solution of 5,8-difluoro-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2,3-dihydro-1,4-benzodioxine (785 mg, 2.74 mmol) in toluene (5 mL) was added phosphorous tribromide (155 μl, 1.65 mmol) and the solution was stirred at room temperature for 15 hrs. The solution was concentrated in-vacuo, and the residue was partitioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate. The combined organic portion was washed with brine, dried over sodium sulfate, filtered and concentrated in-vacuo to afford 700 mg, 2.64 mmol (96%) of 6-(bromomethyl)-5,8-difluoro-2,3-dihydro-1,4-benzodioxine as a pale yellow oil. 1H NMR (400 MHz, CDCl3): 6.68 (q, 1H), 4.33 (s, 2H), 4.35 (s, 4H); GC/MS (EI) for C9H7O2F2Br: 265 (M+).

Provenance & Evidence