p-Ethynyltoluene → HCID 66958242, compound

Participants

Reaction Steps

Synthesized from 4-methyl-phenylacetylene, phenylazide, N-iodomorpholine and 4-methoxy-phenylboronic acid using one-pot/three-step general procedure, 1.22 g, 3.55 mmol, 71%; mp=172-174° C. (dec.); IR (υ[cm−1]) 3064, 2922, 1611, 1523, 1499, 1250, 1177, 995, 847, 820, 760, 687; 1H NMR (600 MHz, CDCl3) δ=7.49 (d, J=8.0, 2H), 7.38-7.33 (m, 3H), 7.32-7.27 (m, 2H), 7.10 (dd, J=13.0, 8.2, 4H), 6.85 (d, J=8.5, 2H), 3.80 (s, 3H), 2.32 (s, 3H); 13C NMR (151 MHz, CDCl3) δ=160.4, 144.9, 137.8, 136.9, 133.4, 131.7, 129.4, 129.3, 129.0, 128.3, 127.4, 125.4, 119.9, 114.7, 55.5, 21.5; HRMS (ESI-TOF) (m/z): [M+H]+ calcd for C22H20N3O, 342.1601; found 342.1600.

Provenance & Evidence