反应详情

A solution of 2,5-dimethoxybenzaldehyde (12.0 g, 0.072 mole) in 50 ml of dry THF was added dropwise to 100 ml of 1M solution of vinyl magnesium bromide in THF while keeping the reaction mixture at room temperature with cooling. The mixture was stirred for 4 hours at room temperature and then quenched with saturated NH4Cl solution. The layers were separated and the aqueous portion was extracted with diethyl ether. The combined organic portion was washed with water, dried (MgSO4), and concentrated. The resulting oil, 13.4 g, was sufficiently pure for the next reaction; IR (neat) 3500 cm-1); NMR (CDCl3) δ6.7-7.0 (m, 3H); 6.0-6.2 (m, 1H); 5.1-5.3 (m, 3H); 3.75 (two singlets, 6H); 3.15 (br, 1H).

1. customat room temperature
2. temperaturewith cooling
3. customquenched with saturated NH4Cl solution
4. customThe layers were separated
5. extractionthe aqueous portion was extracted with diethyl ether
6. washThe combined organic portion was washed with water
7. dry with materialdried (MgSO4)
8. concentrationconcentrated
9. customThe resulting oil, 13.4 g, was sufficiently pure for the next reaction