Azidotrimethylsilane → HCID 178423708, compound

Participants

Reaction Steps

A solution of 2.52 g (13.1 mmol) of 4-methyl-2'-ethynyl-1,1'-biphenyl in 18 mL of trimethylsilyl azide under a nitrogen atmosphere was heated at 120° C. for 72 hours. The volume was reduced by distillation at atmosphere pressure. The residue was dissolved in methylene chloride. The organic layer was washed with water (3×) dried over magnesium sulfate, filtered and evaporated under vacuum to yield 3.1 g of crude product which was purified over silica gel, eluting with hexane/ethyl acetate (3:1) to yield 1.35 g (5.77 mmol, 44%) of the product. FAB-MS: calculated for C15H13N3 235; found 237. 1H NMR (400 MHz, CDCl3): 2.38 (s, 3H), 7.0 (s, 1H), 7.20 (dd, 4H), 7.40 (m, 3H), 7.80 (dd, 1H).

Provenance & Evidence