反应详情

Potassium tert-butoxide (0.88 g) was added to a solution of 1-(2-chloropyridin-3-yl)propane-1,3-diol (0.49 g) in tert-butanol and the solution was heated at reflux for 3 hr, allowed to cool to RT, quenched via the addition al of sat. NH4Cl (2 mL), solvents reduced then silica gel added and remaining solvents removed in vacuo. The material was added to a silica gel column that was eluted with EtOAc and 1% MeOH/EtOAc to yield the titled product (0.35 g) NMR CDCl3 1H δ 8.1 (dd, 1H), 7.7 (dd, 1H), 6.9 (dd, 1H), 4.9 (dd, 1H), 4.5 (m, 2H), 2.1 (m, 2H); MH+=152.

1. temperaturethe solution was heated
2. temperatureat reflux for 3 hr
3. customquenched via the addition al of sat. NH4Cl (2 mL), solvents
4. additionsilica gel added
5. customremoved in vacuo
6. additionThe material was added to a silica gel column that
7. washwas eluted with EtOAc and 1% MeOH/EtOAc