反应详情

Four hundred grams of dimethylamine were added to 1.5 liters of acetonitrile previously cooled with an external ice/ethanol bath. To this solution were added 322.7 g. of 3-methoxybenzyl chloride in a dropwise fashion. When the addition was completed, the reaction was stirred for an additional four hours with cooling. The reaction was stirred an additional 20 hours at room temperature, heated to reflux for five hours, and then concentrated under reduced pressure. The residue was taken up in water, the aqueous solution was made strongly basic with aqueous sodium hydroxide, and the solution was then extracted with diethyl ether. The ether layer was first washed with water and then extracted with dilute hydrochloric acid. The acid layer was made basic with an aqueous sodium hydroxide solution and extracted with diethyl ether. The layer was dried over sodium sulfate and evaporated to dryness. The residue was vacuum distilled at 3 torr. The fraction between 88° and 92° C. afforded 257 g. of the desired title intermediate. NMR.

1. temperaturepreviously cooled with an external ice/ethanol bath
2. additionTo this solution were added 322.7 g
3. additionWhen the addition
4. temperaturewith cooling
5. stirringThe reaction was stirred an additional 20 hours at room temperature
6. temperatureheated
7. temperatureto reflux for five hours
8. concentrationconcentrated under reduced pressure
9. extractionthe solution was then extracted with diethyl ether
10. washThe ether layer was first washed with water
11. extractionextracted with dilute hydrochloric acid
12. extractionextracted with diethyl ether
13. dry with materialThe layer was dried over sodium sulfate
14. customevaporated to dryness
15. distillationdistilled at 3 torr
16. customThe fraction between 88° and 92° C. afforded 257 g