反应详情

温度

5 °C

To a solution containing 35.4 g (0.4 mol) of cis-2-butene-1,4-diol, 83.8 g (0.8mol) of triethylamine, and 416.6 g of ethyl acetate in a round flask reactor, methanesulfonyl chloride was added dropwise with stirring for 30 min. at about 5° C. using an ice-bath. After addition, the mixture was allowed to react with stirring for 2 hours at room temperature. To the mixture, 171.7 g (1.6 mol) of benzylamine was added continuously dropwise with stirring for 30 min. at ambient temperature. After 2 hours of stirring, the crystallized solid was removed by filtration; 42.0 g of 35% HCl (aq) was added to the filtrate, and then excess benzylamine hydrochloride was removed by filtration or extraction. After the solvent was evaporated under reduced pressure, 52.2 g of 1-benzyl-3-pyrroline (yield 82.0%) was obtained.

1. additionAfter addition
2. customto react
3. stirringwith stirring for 2 hours at room temperature
4. stirringwith stirring for 30 min. at ambient temperature
5. stirringAfter 2 hours of stirring
6. customthe crystallized solid was removed by filtration
7. addition42.0 g of 35% HCl (aq) was added to the filtrate
8. customexcess benzylamine hydrochloride was removed by filtration or extraction
9. customAfter the solvent was evaporated under reduced pressure