Pivalaldehyde → 3-(2,2-Dimethylpropylideneamino)-pyrrolidine

HRID 265697

Reaktionsgleichung

Reaktionsgleichung von HRID 265697
[NH2:1][CH:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.[CH:7](=O)[C:8]([CH3:11])([CH3:10])[CH3:9]>C1(C)C=CC=CC=1>[CH3:7][C:8]([CH3:11])([CH3:10])[CH:9]=[N:1][CH:2]1[CH2:6][CH2:5][NH:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 12417PivalaldehydeHCID 1644013-Aminopyrrolidine

Produkt 1

HCID 148366043-(2,2-Dimethylpropylideneamino)-pyrrolidineAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

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).

Aufarbeitung

  1. additionare added dropwise at 20° C.
  2. temperaturewhile cooling in a water bath
  3. customthe aqueous phase is then separated off in a separating funnel (4.6 ml)
  4. dry with materialthe toluene solution is dried over sodium sulphate for 1 hour
  5. customThe toluene is separated off on a rotary evaporator
  6. distillationthe residue is distilled

Quellen und Nachweise

ORD-Eintrag
ord-4c1a66e4a85044c985a27efcecdb09d2
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648493

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