Pivalaldehyde → trans-3-(2,2-Dimethyl-propylideneamino)-4-methylthio-pyrrolidine

HRID 1316

Reaktionsgleichung

Reaktionsgleichung von HRID 1316
[NH2:1][C@H:2]1[C@H:6]([S:7][CH3:8])[CH2:5][NH:4][CH2:3]1.[CH:9](=O)[C:10]([CH3:13])([CH3:12])[CH3:11]>CO>[CH3:9][C:10]([CH3:13])([CH3:12])[CH:11]=[N:1][C@H:2]1[C@H:6]([S:7][CH3:8])[CH2:5][NH:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 12417PivalaldehydeHCID 69707379rac-(3R,4R)-4-(methylsulfanyl)pyrrolidin-3-amine

Produkt 1

HCID 70283575trans-3-(2,2-Dimethyl-propylideneamino)-4-methylthio-pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1.32 g (10 mmol) of trans-3-amino-4-methylthio-pyrrolidine are initially introduced into 5 ml of methanol, and 1.23 ml (11 mmol) of 97% strength pivalaldehyde are added dropwise, after which the temperature rises from 25° to 36° C. The mixture is subsequently stirred for a further 30 minutes, without cooling, the batch is then concentrated and the residue is distilled. Yield: 1.50 g (75% of theory),

Aufarbeitung

  1. additionare added dropwise
  2. customrises from 25° to 36° C
  3. temperaturewithout cooling
  4. concentrationthe batch is then concentrated
  5. distillationthe residue is distilled

Quellen und Nachweise

ORD-Eintrag
ord-e8dac3a3e84b49d4bd31f050b2729740
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723627

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