Methylamine → HCID 68579573, compound

Participants

Reaction Steps

MeNH2 (4.9 mL, 9.87 mmol) and Na2CO3 (0.349 g, 3.29 mmol) were added to a THF (6.5 mL) solution of 4,4′-dibromo-2,2′-bis(bromomethyl)biphenyl (0.328 g, 0.658 mmol), and the reaction mixture was refluxed for 3 hours. The volatile component was removed in vacuo, and the residue was passed through MCX (CH3OH wash; 2.0 M NH3/CH3OH elution) to afford 3,9-dibromo-6-methyl-6,7-dihydro-5H-dibenzo[c,e]azepine as a white solid (0.24 g). 1H NMR (DMSO-d6, δ=2.50, 500 MHz): 2.31 (s, 3H), 3.24 (s, 4H), 7.47 (d, J=7.9, 2 H), 7.55-7.82 (m, 4H).

Provenance & Evidence