反应详情

温度

-10 °C

A solution of p-chlorobenzyl chloride (80.5 g, 0.5 mol) and ether (150 mL) is slowly added to a vigorously stirred slurry of magnesium turnings (12.15 g, 0.5 mol) and ether (50 mL) over a 45 minute period. After the addition is complete, the reaction mixture is refluxed for 1/2 hour then cooled in an ice bath. The Grignard reagent is then added to a solution of ethyl trifluoroacetate (71.04 g, 0.5 mol) and ether (150 mL) at -60° to -70° C. (acetone-dry ice bath) over a 45 minute period. The cooling bath is removed and the reaction mixture is allowed to warm to -10° C. The reaction mixture is then quenched with saturated ammonium chloride solution and then acidified with 10% hydrochloric acid solution. The organic layer is separated, washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a liquid. Vacuum distillation of the liquid gives the title product as a clear liquid (52.8 g, bp 72°-74° C./34 mm, 47%).

1. additionAfter the addition
2. temperaturethe reaction mixture is refluxed for 1/2 hour
3. temperaturethen cooled in an ice bath
4. customThe cooling bath is removed
5. customThe reaction mixture is then quenched with saturated ammonium chloride solution
6. customThe organic layer is separated
7. washwashed sequentially with water and brine
8. dry with materialdried over anhydrous magnesium sulfate
9. concentrationconcentrated in vacuo
10. customto obtain a liquid
11. distillationVacuum distillation of the liquid