Acrylonitrile → HCID 68644380, Verbindung

HRID 1352470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1352470
Cl.[OH:2][CH2:3][C@@H:4]1[NH:8][CH2:7][C@@H:6]([OH:9])[CH2:5]1.[C:10](#[N:13])[CH:11]=[CH2:12]>C(=O)([O-])[O-].[K+].[K+].C(#N)C>[OH:9][C@@H:6]1[CH2:7][N:8]([CH2:12][CH2:11][C:10]#[N:13])[C@@H:4]([CH2:3][OH:2])[CH2:5]1

Komponenten

5

Edukt 2

HCID 7855AcrylonitrileHCID 68644206(3S,5R)-5-(HYDROXYMETHYL)PYRROLIDIN-3-OL HCL

Produkt 1

HCID 68644380HCID 68644380, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 11430Potassium CarbonateLösungsmittel

Versuchsvorschrift

(3S,5R)-5-Hydroxymethylpyrrolidin-3-ol hydrochloride (0.4 g) described in Biochemistry, Vol. 5, pp. 1154–1155 (1966) was dissolved in aqueous potassium carbonate solution (2 mL) and acetonitrile (2 mL). Acrylonitrile (0.5 mL) was added and the mixture was stirred at room temperature for 5 hr. After the completion of the reaction, the reaction mixture was concentrated and the obtained residue was suspended in chloroform-methanol and dried by adding magnesium sulfate. Magnesium sulfate was filtered off and the solvent was concentrated to give 3-[(2R,4S)-4-hydroxy-2-hydroxymethylpyrrolidin-1-yl]propionitrile (0.47 g).

Aufarbeitung

  1. customAfter the completion of the reaction
  2. concentrationthe reaction mixture was concentrated
  3. customdried
  4. additionby adding magnesium sulfate
  5. filtrationMagnesium sulfate was filtered off
  6. concentrationthe solvent was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2244a8fe2aae448c800eb04f3cc90039
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220759B2

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