反应 #64664

反应方程式

ethyl 3,3-diethoxypropionate

benzyl alcohol

→

ethyl 3,3-dibenzyloxypropionate

收率 99.6%

Ethyl 3,3-dibenzyloxypropionate

收率 99.6%

溶剂

benzene

反应条件

后处理

1. 1
   workup.DISTILLATIONthe solvent was distilled from the reaction mixture in 1.5 h period
2. 2
   workup.DISSOLUTIONThe resulting residue was dissolved in ether (@ 300 mL)
3. 3
   洗涤washed with saturated sodium bicarbonate solution (100 mL) and brine (100 mL)
4. 4
   干燥The organic layer was dried over anhydrous magnesium sulfate
5. 5
   其他the solvent removed in vacuo

实验过程

To a 1000 mL round-bottomed flask was added ethyl 3,3-diethoxypropionate (20.0 g, 0.1051 mole), benzyl alcohol (22.7 g, 0.2102 mole), p-toluenesulfonic acid monohydrate (0.5 g, 0.0026 mole) and benzene (350 mL). Heating the mixture at 80° C., the solvent was distilled from the reaction mixture in 1.5 h period. The resulting residue was dissolved in ether (@ 300 mL) and washed with saturated sodium bicarbonate solution (100 mL) and brine (100 mL). The organic layer was dried over anhydrous magnesium sulfate and the solvent removed in vacuo to give ethyl 3,3-dibenzyloxypropionate (9) as a colorless oil (32.9 g, 99.5% yield): 1H NMR (CDCl3) d 1.22 (t, 3H, J=7.2 Hz), 2.79 (d, 2H, J=5.9 Hz), 4.12 (q, 2H, J=7.2 Hz), 4.60 (d, 2H, J=11.6 Hz), 4.70 (d, 2H, J=11.6 Hz), 5.22 (t, 1H, J=6 Hz), 7.27-7.36 (m, 10H); IR (Neat) 3100, 3080, 3040, 2990, 2940, 2920, 2885, 1740, 1630, 1458, 1375, 1315, 1190, 1120, 1050, 1030, 740, 700. ##STR8##

来源