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Dimethyl Sulfate → N-(Dicyclopropymethyl)-3,4-dihydro-2H-pyrrol-5-amine hydrochloride

HRID 379692
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 379692
S(OC)(OC)(=O)=O.[NH:8]1[CH2:12][CH2:11][CH2:10][C:9]1=O.C([O-])([O-])=O.[K+].[K+].[ClH:20].[CH:21]1([CH:24]([NH2:28])[CH:25]2[CH2:27][CH2:26]2)[CH2:23][CH2:22]1>>[ClH:20].[CH:21]1([CH:24]([CH:25]2[CH2:27][CH2:26]2)[NH:28][C:9]2[CH2:10][CH2:11][CH2:12][N:8]=2)[CH2:23][CH2:22]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 120252-PyrrolidoneHCID 16613886Dicyclopropylmethylamine hydrochloride

Produkt 1

HCID 131722879N-(Dicyclopropymethyl)-3,4-dihydro-2H-pyrrol-5-amine hydrochloride

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 0.2 mol (25.2 g) of dimethyl sulphate and 0.2 mol (17 g) of 2-pyrrolidinone is heated at 60° C. overnight. The reaction mixture is poured into a saturated iced K2CO3 solution. The aqueous phase is extracted twice with ether, and the combined organic phases are dried and concentrated. The residue is then distilled under reduced pressure. 2 mrnmol of the resulting product are dissolved in 20 ml of methanol, and 2 mmol (295 mg) of dicyclopropylmethylamine hydrochloride are added. The reaction mixture is stirred at 50° C. for 2 hours. After evaporation of the methanol, the residue is taken up in water, rendered alkaline and extracted twice with ether. The organic phase is dried, concentrated and purified to yield the expected product. The corresponding, hydrochloride is obtained by the action of a titrated solution of hydrochloric acid in ethanol.

Aufarbeitung

  1. extractionThe aqueous phase is extracted twice with ether
  2. customthe combined organic phases are dried
  3. concentrationconcentrated
  4. distillationThe residue is then distilled under reduced pressure
  5. dissolution2 mrnmol of the resulting product are dissolved in 20 ml of methanol
  6. customAfter evaporation of the methanol
  7. extractionextracted twice with ether
  8. customThe organic phase is dried
  9. concentrationconcentrated
  10. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-19cf8b52b7ac43f0b51551572d1b0110
Quelldatensatz
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06300366B1

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