Reaktion #1407

Reaktionsgleichung

3-aminopyrrolidine

pivalaldehyde

→

3-(2,2-dimethylpropylideneamino)-pyrrolidine

Ausbeute 74.0%

Lösungsmittel

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added dropwise at 20° C.
2. 2
   Temperaturwhile cooling in a water bath
3. 3
   Sonstigethe aqueous phase is then separated off in a separating funnel (4.6 ml)
4. 4
   Trocknenthe toluene solution is dried over sodium sulphate for 1 hour
5. 5
   SonstigeThe toluene is separated off on a rotary evaporator
6. 6
   workup.DISTILLATIONthe residue is distilled

Vorschrift

34.5 g (0.4 mol) of 3-aminopyrrolidine are initially introduced into 100 ml of toluene, and 34.5 g (0.3 mol) of 75% strength pivalaldehyde (preparation from Riedel-de-Haen) in 100 ml of toluene are added dropwise at 20° C., while cooling in a water bath. The mixture is subsequently stirred at room temperature for 2 hours, the aqueous phase is then separated off in a separating funnel (4.6 ml) and the toluene solution is dried over sodium sulphate for 1 hour. The toluene is separated off on a rotary evaporator and the residue is distilled using a small Vigreux column. 46.2 g of 3-(2,2-dimethylpropylideneamino)-pyrrolidine of boiling point 61° C./10 mbar are obtained with a purity, determined by gas chromatography, of 98%, corresponding to a yield of 74% and a selectivity of 99% (pivalaldehyde).

Quelle