反应详情

To a solution of sodium hydroxide (100 g, 2.50 mol) in 1.8 L of a 10:8 mixture of water and methanol was added 4-hydroxyacetophenone (136 g, 1.00 mol). After stirring at room temperature for 30 minutes, 4-Methoxybenzaldehyde (136 g, 1.00 mol) was added to this mixture. The reaction mixture was stirred at 50° C. oil bath for 16 hours. A clear yellow solution resulted which was allowed to stir at room temperature for 30 minutes. 1N HCl aq (500 mL) and 600 mL of a 1:1 mixture of dichloromethane and THF were added to result two layers. The organic layer was washed by saturated NaHCO3 aq. (300 mL×2) and water (300 mL×3) and evaporated to yield orange solid. This solid was washed by 300 mL of EtOAc two times. The resulted yellow solid was dried in vacuo. Yield 133 g (52%). 1H NMR (CDCl3): δ3.85 (s, 3H), 6.93 (m, 4H), 7.47 (d, 1H), 7.50 (d, 2H), 7.75 (d, 1H), 7.96 (d, 2H).

1. stirringThe reaction mixture was stirred at 50° C. oil bath for 16 hours
2. customA clear yellow solution resulted which
3. stirringto stir at room temperature for 30 minutes
4. additionwere added
5. customto result two layers
6. washThe organic layer was washed by saturated NaHCO3 aq. (300 mL×2) and water (300 mL×3)
7. customevaporated
8. customto yield orange solid
9. washThis solid was washed by 300 mL of EtOAc two times
10. customThe resulted yellow solid was dried in vacuo