Phenylacetylene → HCID 178516875, compound

Participants

Reaction Steps

Reaction of phenylacetylene (0.127 g, 1.25 mmol) and 157b (0.295 g, 1.04 mmol) within 4 h as described for synthesis of 158a gave compound 158b (0.31 g, 77%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.00 (s, 1H), 7.77 (d, J=7.3 Hz, 2H), 7.27 (m, 8H), 6.88 (d, J=5.7 Hz, 1H), 6.57 (d, J=6.4 Hz, 1H), 5.95 (t, J=7.1 Hz, 1H), 4.99 (s, 2H), 4.34 (t, J=6.4 Hz, 2H), 3.94 (t, J=6.4 Hz, 2H), 2.32 (m, 2H). 13C NMR (100 MHz, CDCl3) δ 157.92, 148.47, 147.30, 135.73, 130.26, 128.81, 128.49, 128.22, 127.76, 127.71, 127.01, 125.33, 120.16, 114.95, 104.83, 70.33, 47.00, 46.48, 29.30. HRMS (EI) calcd for C23H22N4O2 [M]+ 386.1743. found 386.1734.

Provenance & Evidence