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Formaldehyde → (2S,4R)-4-hydroxy-N,N,1-trimethylpyrrolidine-2-carboxamide

HRID 2371386
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2371386
[CH3:1][N:2]([CH3:11])[C:3]([C@@H:5]1[CH2:9][C@@H:8]([OH:10])[CH2:7][NH:6]1)=[O:4].[CH2:12]=O.[H][H]>C(O)(=O)C.O.[Pt]=O>[CH3:12][N:6]1[CH2:7][C@H:8]([OH:10])[CH2:9][C@H:5]1[C:3]([N:2]([CH3:11])[CH3:1])=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 712FormaldehydeHCID 23535509HCID 23535509, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 45116063(2S,4R)-4-hydroxy-N,N,1-trimethylpyrrolidine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 82844Platinum oxide (PtO)Katalysator
HCID 176
Acetic Acid
Lösungsmittel
HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of (2S,4R)-2-dimethylaminocarbonyl-4-hydroxypyrrolidine (2.0 g) in acetic acid (14.4 ml) and water (8 ml), 37% aqueous formaldehyde solution (1.27 g) and platinum oxide (38 mg) were added, and the mixture was hydrogenated at room temperature for 7 hours under an atmospheric pressure of hydrogen. The reaction mixture was filtered, and the filtrate was evaporated under reduced pressure to remove the solvent. The residue was dissolved in dichloromethane and dried over magnesium sulfate. Potassium carbonate (3.5 g) was added thereto, and the mixture was stirred for 1.5 hours, followed by filtration. Removal of the solvent gave (2S,4R)-1-methyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. customto remove the solvent
  4. dissolutionThe residue was dissolved in dichloromethane
  5. dry with materialdried over magnesium sulfate
  6. additionPotassium carbonate (3.5 g) was added
  7. filtrationfollowed by filtration
  8. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-97fde838fbe5403d95c4b7b6bae10429
Quelldatensatz
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05093328

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