反応 #1409

反応方程式

1-benzyl-3-benzylaminopyrrolidine

charcoal

→

3-(2,2-dimethyl-propylidene-amino)-pyrrolidine

収率 58.0%

溶媒

methanol

反応条件

後処理

1. 1
   その他for 10 hours
2. 2
   ろ過The catalyst is filtered off
3. 3
   workup.ADDITION16.6 g (0.138 mol ) of 71% strength pivalaldehyde are added to the filtrate
4. 4
   その他rises from 20° C. to 28° C
5. 5
   workup.STIRRINGThe mixture is subsequently stirred for 30 minutes
6. 6
   その他the methanol is removed on a rotary evaporator
7. 7
   workup.DISTILLATIONthe residue is distilled

実験手順

36.8 g (0.138 mol) of 1-benzyl-3-benzylaminopyrrolidine are hydrogenated in 160 ml of methanol over 5 g of 5% strength palladium on active charcoal at 130° C. under a hydrogen pressure of 100 bar for 10 hours. The catalyst is filtered off and 16.6 g (0.138 mol ) of 71% strength pivalaldehyde are added to the filtrate, while stirring, after which the temperature rises from 20° C. to 28° C. The mixture is subsequently stirred for 30 minutes, the methanol is removed on a rotary evaporator and the residue is distilled. 12.7 g of 3-(2,2-dimethyl-propylidene-amino)-pyrrolidine of boiling point: 61° C./10 mbar are obtained with a purity, determined by gas chromatography, of 97%, corresponding to a yield of 58% of theory.

出典