Reaction #7336

Reaction equation

6a

4-Bromo-2-(4-hydroxyphenyl)quinolin-6-ol

tributyl(vinyl)tin

→

2-(4-Hydroxyphenyl)-4-vinylquinolin-6-ol

Yield 69.0%

Conditions

Procedure

This compound was prepared from 6a and tributyl(vinyl)tin according to method J. Yellow solid; Yield: 69%; mp>200° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 5.69 (d, J=11.7 Hz, 1H), 6.23 (dd, J=18.3, 1.0 Hz, 1H), 6.90 (d, J=8.5 Hz, 2H), 7.31 (dd, J=9.0, 2.7 Hz, 1H), 7.35 (d, J=2.2 Hz, 1H), 7.40 (dd, J=17.3, 11.0 Hz, 1H), 7.88 (d, J=8.8 Hz, 1H), 8.01 (s, 1H), 8.11 (d, J=8.8 Hz, 2H), 9.73 (s, 1H), 9.98 (s, 1H); MS (ESI) m/z 262 ([M−H]−), 264 ([M+H]+); Anal. Calcd for C17H13NO2: C: 77.55, H: 4.98, N: 5.32. Found: C: 74.26, H: 5.38, N: 4.82.

Source